[ CAS No. 2776-60-5 ] {[proInfo.proName]}

Name: 2776-60-5|Methyl 2-(2-aminoacetamido)acetate hydrochloride|97%
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SKU: A109280
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Quality Control of [ 2776-60-5 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 2776-60-5 ]

Product Details of [ 2776-60-5 ]

CAS No. :	2776-60-5	MDL No. :	MFCD00039056
Formula :	C₅H₁₁ClN₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	RZOAGVGJBLVHIZ-UHFFFAOYSA-N
M.W :	182.61	Pubchem ID :	13029724
Synonyms :

Calculated chemistry of [ 2776-60-5 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.6
Num. rotatable bonds :	5
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	40.11
TPSA :	81.42 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.07 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	0.49
Log Po/w (WLOGP) :	-0.96
Log Po/w (MLOGP) :	-0.99
Log Po/w (SILICOS-IT) :	-1.04
Consensus Log Po/w :	-0.5

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-0.95
Solubility :	20.4 mg/ml ; 0.112 mol/l
Class :	Very soluble
Log S (Ali) :	-1.77
Solubility :	3.1 mg/ml ; 0.017 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.39
Solubility :	75.1 mg/ml ; 0.411 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.47

Safety of [ 2776-60-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 2776-60-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 2776-60-5 ]
Downstream synthetic route of [ 2776-60-5 ]

[ 2776-60-5 ] Synthesis Path-Upstream 1~4

1
[ 53487-98-2 ]
[ 2776-60-5 ]

Reference： [1] Liebigs Annalen der Chemie, 1983, vol. NO. 10, p. 1641 - 1655
[2] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 6, p. 2303 - 2307

2
[ 67-56-1 ]
[ 556-50-3 ]
[ 2776-60-5 ]

Reference： [1] Organic and Biomolecular Chemistry, 2016, vol. 14, # 25, p. 6010 - 6023
[2] Chemistry - A European Journal, 2013, vol. 19, # 51, p. 17445 - 17455
[3] Journal of Pharmacy and Pharmacology, 1992, vol. 44, # 9, p. 713 - 716
[4] European Journal of Organic Chemistry, 2018, vol. 2018, # 2, p. 219 - 222
[5] Polish Journal of Chemistry, 1993, vol. 67, # 6, p. 1035 - 1041
[6] Journal of the American Chemical Society, 2010, vol. 132, # 6, p. 1748 - 1749

3
[ 5033-17-0 ]
[ 2776-60-5 ]

Reference： [1] Biomedicine and Pharmacotherapy, 2017, vol. 88, p. 1163 - 1172

4
[ 556-50-3 ]
[ 77-76-9 ]
[ 2776-60-5 ]

Reference： [1] Tetrahedron Asymmetry, 2008, vol. 19, # 1, p. 67 - 81

[ 2776-60-5 ] Synthesis Path-Downstream 1~88

1
[ 2776-60-5 ]
[ 31681-05-7 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1952,vol. 71,p. 277,278

2
[ 2776-60-5 ]
[ 76-83-5 ]
[ 53932-72-2 ]

Reference： [1]Journal of the American Chemical Society,1956,vol. 78,p. 1359,1362

3
[ 2776-60-5 ]
C₅HN₃O₂^(2-)*2Na⁽¹⁺⁾ [ No CAS ]
[ 1187-76-4 ]

Reference： [1]Journal of the Chemical Society,1965,vol. 65,p. 1642 - 1648

4
[ 67-56-1 ]
[ 556-50-3 ]
[ 2776-60-5 ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 6010 - 6023
[2]Chemistry - A European Journal,2013,vol. 19,p. 17445 - 17455
[3]Journal of Pharmacy and Pharmacology,1992,vol. 44,p. 713 - 716
[4]European Journal of Organic Chemistry,2018,vol. 2018,p. 219 - 222
[5]Polish Journal of Chemistry,1993,vol. 67,p. 1035 - 1041
[6]Journal of the American Chemical Society,2010,vol. 132,p. 1748 - 1749

5
[ 1013-88-3 ]
[ 2776-60-5 ]
[ 81478-01-5 ]

Reference： [1]Journal of Organic Chemistry,1982,vol. 47,p. 2663 - 2666

6
[ 4530-20-5 ]
[ 2776-60-5 ]
[ 67585-89-1 ]

Reference： [1]Gazzetta Chimica Italiana,1980,vol. 110,p. 503 - 510

7
[ 2018-66-8 ]
[ 2776-60-5 ]
[ 156916-74-4 ]

Reference： [1]Polish Journal of Chemistry,1993,vol. 67,p. 1035 - 1041

8
[ 2666-93-5 ]
[ 2776-60-5 ]
[ 136504-73-9 ]

Reference： [1]Angewandte Chemie,1991,vol. 103,p. 1492 - 1493

9
[ 3479-47-8 ]
[ 2776-60-5 ]
Z-L-Asp-(OBzl)-Gly-Gly-OMe [ No CAS ]

Reference： [1]Agricultural and Biological Chemistry,1980,vol. 44,p. 943 - 946

10
[ 21957-62-0 ]
[ 2776-60-5 ]
Tos-L-Met-Gly-Gly-OMe [ No CAS ]

Reference： [1]Journal of the Indian Chemical Society,1986,vol. 63,p. 525 - 529

11
[ 2130-96-3 ]
[ 2776-60-5 ]
[ 57729-52-9 ]

Reference： [1]Liebigs Annalen der Chemie,1983,vol. NO. 10,p. 1641 - 1655
[2]Synthesis,1984,vol. NO. 7,p. 572 - 574

12
[ 53487-98-2 ]
[ 2776-60-5 ]

Yield	Reaction Conditions	Operation in experiment
	With acetyl chloride; In methanol; at 20℃; for 2h;	General procedure: Boc-dipeptides (2.00 mmol) were treated with 25% solution of acetyl chloride in methanol (30 mL), The mixture was stirred at room temperature for 2 hours, then the solvent was removed under reduced pressure, dried in vacuum and used directly for next step without further purification.

Reference： [1]Liebigs Annalen der Chemie,1983,vol. NO. 10,p. 1641 - 1655
[2]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 2303 - 2307

13
[ 3978-80-1 ]
[ 2776-60-5 ]
[ 71460-08-7 ]

Reference： [1]Journal of general chemistry of the USSR,1987,vol. 57,p. 1469 - 1476
Zhurnal Obshchei Khimii,1987,vol. 57,p. 1647 - 1656

14
[ 4703-36-0 ]
[ 2776-60-5 ]
Tos-L-Cys(Bzl)-Gly-Gly-OMe [ No CAS ]

Reference： [1]Journal of the Indian Chemical Society,1983,vol. 60,p. 762 - 765

15
[ 2776-60-5 ]
N^α,N^im-diTos-L-His [ No CAS ]
N^α,N^im-diTos-L-His-Gly-Gly-OMe [ No CAS ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1983,vol. 22,p. 392 - 395

16
[ 2776-60-5 ]
[ 13673-51-3 ]
[ 76712-53-3 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1987,vol. 52,p. 1857 - 1866

17
[ 2776-60-5 ]
N^α,N^G-diTos-nitro-L-Arg [ No CAS ]
N^α,N^G-diTos-N^G-nitro-L-Arg-Gly-Gly-OMe [ No CAS ]

Reference： [1]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1983,vol. 22,p. 392 - 395

18
[ 2776-60-5 ]
[ 112613-15-7 ]
N-Benzyloxycarbonyl-(RS)-(5-benzyloxy-2-pyridyl)glycyl-glycylglycinmethylester [ No CAS ]

Reference： [1]Archiv der Pharmazie,1987,vol. 320,p. 546 - 553

19
[ 2776-60-5 ]
[ 99685-96-8 ]
C₆₅H₈N₂O₃ [ No CAS ]

Reference： [1]Tetrahedron Letters,1995,vol. 36,p. 431 - 434

20
[ 2776-60-5 ]
[ 116991-29-8 ]
[2-(2-[(Methoxycarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-dodecanoylamino)-acetylamino]-acetic acid methyl ester [ No CAS ]

Reference： [1]Journal of Chemical Research, Miniprint,1988,p. 552 - 569

21
[ 2776-60-5 ]
[ 116991-30-1 ]
(2-{2-[2-([(Methoxycarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methoxymethyl)-dodecyloxy]-acetylamino}-acetylamino)-acetic acid methyl ester [ No CAS ]

Reference： [1]Journal of Chemical Research, Miniprint,1988,p. 552 - 569

22
[ 2776-60-5 ]
[ 116991-32-3 ]
(2-{2-[2-([(Methoxycarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methylsulfanylmethyl)-dodecylsulfanyl]-acetylamino}-acetylamino)-acetic acid methyl ester [ No CAS ]

Reference： [1]Journal of Chemical Research, Miniprint,1988,p. 552 - 569

23
[ 2776-60-5 ]
[ 116991-40-3 ]
(2-{2-[2,2-Bis-([(methoxycarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methoxymethyl)-decyloxy]-acetylamino}-acetylamino)-acetic acid methyl ester [ No CAS ]

Reference： [1]Journal of Chemical Research, Miniprint,1988,p. 552 - 569

24
[ 2776-60-5 ]
[ 116991-43-6 ]
(2-{2-[2,2-Bis-([(methoxycarbonylmethyl-carbamoyl)-methyl]-carbamoyl}-methylsulfanylmethyl)-dodecylsulfanyl]-acetylamino}-acetylamino)-acetic acid methyl ester [ No CAS ]

Reference： [1]Journal of Chemical Research, Miniprint,1988,p. 552 - 569

25
[ 2776-60-5 ]
[ 110-13-4 ]
2-<1-(2,5-dimethylpyrrolyl)>acetylglycine methyl ester [ No CAS ]

Reference： [1]Journal of Chemical Research, Miniprint,1988,p. 601 - 645

26
[ 956368-66-4 ]
[ 2776-60-5 ]
[ 956368-73-3 ]

Yield	Reaction Conditions	Operation in experiment
	With 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In dichloromethane; for 2h;	Example 5; N-({4-[(2R,3R)-3-[(2lambda)-2-(4-fluorophenyl)-2-hydroxyethyl]thio}-l-(4-{3-[(methylsulfonyl)amino]prop-l-yn-l-yl}phenyl)-4-oxoazetidin-2- yl]phenoxy}acetyl)glycylglycine ; <n="55"/>{4-[(2/?,3R)-3-[(2i?)-2-[tert-butyl(dimethyl)silyl]oxy}-2-(4-fluorophenyl)ethyl]thio}-l-(4- {3-[(methylsulfonyl)amino]prop-l-yn-l-yl}phenyl)-4-oxoazetidin-2-yl]phenoxy}acetic acid (Method 8)(19.4 mg, 0.027 mmol) (9.7 mg, 0.014 mmol) was dissolved in DCM (1 ml, dry). Methyl glycylglycinate hydrochloride (3.1 mg, 0.017 mmol ) followed by N- methylmorpholine (4 mul, 0.041 mmol) were added. TBTU (5.8 mg, 0.018 mmol) was added and the rection mixtutre was stirred for 2 hours. LC-MS confirmed the formation of the methylester and TBDMS-ether of the title compound, M/z: 839.58 (M-I). The solvent was removed under reduced pressure. The residue was dissolved in MeCN (1 ml). Triethyamine (40 mul, 0.287 mmol), water (10 mul) and LiCl (23.6 mg, 0.55 mmol) were added and the reaction mixture was stirred over the weekend. LC-MS showed complete hydrolysis giving the TBDMS-ether of the title compound, M/z: 827.32 (M+l) and 825.56 (M-I). The solvent was removed under reduced pressure. The crude was dissolved in acetic acid (1 ml) and water (100 mul) and LiCl (27 mg, 0.64 mmol) were added. The reaction mixture was stirred for 6 hours and 30 minutes. Additional LiCl (30 mg, 0.71 mmol) and water (40 mul) were added and the reaction mixture was stirred overnight. The acetic acid was co-evporated with toluene and the residue was purified with preparative HPLC on a C8 column. A gradient from 20 to 60 % MeCN in a 0.1M NH4OAc buffer was used as eluent. The pure fractions were collected and most of the MeCN was removed under reduced pressure. The residue was lyophilised to give a the title compound. 2.91-2.96 (m, 2H), 2.98 (s, 3H), 3.38 (d 2H), 3.74 (d, 2H), 4.01 (s, 2H), 4.33 (d, IH), 4.55 (s, 2H), 4.72 (t, IH), 5.10 (d, IH), 7.01 (d, 2H), 7.11 (t, 2H), 7.21 (d, 2H), 7.32-7.42 (m, 6H), 7.47 (b, IH), 8.37 (t, IH). M/z: 713.33 (M+l) and 711.45 (M-I).

Reference： [1]Patent: WO2007/126358,2007,A1 .Location in patent: Page/Page column 53-54

27
[ 1656-44-6 ]
[ 2776-60-5 ]
N-[(2,4-dinitrophenyl)sulfonyl]-glycyl-glycine methyl ester [ No CAS ]

Reference： [1]Organic Letters,2007,vol. 9,p. 4423 - 4426

28
[ 858104-50-4 ]
[ 2776-60-5 ]
C₃₃H₃₃F₂N₃O₇S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Method 19; N-[4-((2R, 3R)-1-(4-Fluorophenyl)-3-[2-(4-fluorophenyl)-2-oxoethyl] thio}-4- oxoazetidin-2-yl) phenoxy] acetyl} glycylglycine; A solution of of [4-((2R, 3R)-1-(4-fluorophenyl)-3-{ [2-(4-fluorophenyl)-2-oxoethyl] thio}-4- oxoazetidin-2-yl) phenoxy] acetic acid (0.200 g, 0.414 mmol), <strong>[2776-60-5]glycylglycine methyl ester hydrochloride</strong> (0.090 g, 0.493 mmol) and N-methylmorpholine (0.150 ml) in DCM (5 ml) was stirred for 10 min. TBTU (0.170 g) was added and the mixture was stirred for 20 h. The formation of the ester was confirmed. M/z : 612.0. The solvent was removed under reduced pressure. The residue was dissolved in a mixture of MeOH (5 ml), water (1 ml) and Et3N (0.5 ml). The solution was stirred at 50C for 18 h. DBN (0.050 ml, 0.405 mmol) was added and the mixture was stirred for 2 h at 50C. Ammonium acetate buffer (0.1 M, 3 ml) was added and the mixture was concentrated. The residue was purified by preparative HPLC, using a gradient of 20-50% MeCN in 0. 1M ammonium acetate buffer as eluent. After freeze-drying, the title product (0.094 g, 38 % yield) was obtained as a white solid. M/z : 598.2. 1H NMR (DMSO, 400 MHz) : 3.50 (d, 2H), 3.75 (d, 2H), 4.32 (d, 1H), 4.35 (ABq, 2H), 4.46-4. 53 (m, 2H), 5.15 (d, 1H), 6.94-7. 00 (m, 2H), 7.10-7. 25 (m, 4H), 7.29-7. 39 (m, 4H), 7.68-7. 81 (m, 1H), 7.98-8. 04 (m, 2H), 8. 30-8. 36 (m, 1H).

Reference： [1]Patent: WO2005/61452,2005,A1 .Location in patent: Page/Page column 137

29
benzyloxycarbonylglutamine pentachlorphenyl ester [ No CAS ]
[ 2776-60-5 ]
benzyloxycarbonylglutaminyl-glycyl-glycine methyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 1-ethyl-piperidine; In dimethylformamide-dichloromethane;	(f) Benzyloxycarbonylglutaminyl-glycyl-glycine methyl ester A suspension of glycyl-glycine methyl ester hydrochloride (1.9 g; 10 mmoles) in a dimethylformamide-dichloromethane (1:2) mixture (30 ml) is admixed with N-ethylpiperidine (1.4 ml) and stirred for 2 hours at room temperature. After that benzyloxycarbonylglutamine pentachlorphenyl ester (5.3 g; 10 mmoles) is added and the reaction mixture is stirred at room temperature a further 4 hours. After 8 hours of standing, the precipitated crystalline product is separated and crystallized from methanol - dichloromethane. Yield 2.5 g (61%), m.p. 129-134 C., after additional crystallization from methanol 132-134 C. Rf 0.57/S1, 0.78/S2.[alpha]D20 -8.5 (c 0.2; 50% acetic acid). Composition: C18 H24 N4 O7.1/2H2 O.

Reference： [1]Patent: US4711952,1987,A

30
[ 858104-50-4 ]
[ 2776-60-5 ]
[ 1033750-88-7 ]

Yield	Reaction Conditions	Operation in experiment
		V-{ 4-((2R3 ff>- l-(4-Fluorophenyl)-3-f r2-(4-fluorophenyl)-2-oxoethyllthio )-4-oxoazetidin-2- vDphenoxyl acetyl ) glycylglycineA solution of of [4-((2i?,3i?)-l-(4-fluorophenyl)-3-[2-(4-fluorophenyl)-2-oxoethyl]thio}-4- oxoazetidin-2-yl)phenoxy] acetic acid (0.200 g, 0.414 mmol), <strong>[2776-60-5]glycylglycine methyl ester hydrochloride</strong> (0.090 g, 0.493 mmol) and N-methylmorpholine (0.150 ml) in DCM (5 ml) was stirred for 10 min. TBTU (0.170 g) was added and the mixture was stirred for 20 h. The formation of the ester was confirmed. M/z: 612.0. The solvent was removed under reduced pressure. The residue was dissolved in a mixture of MeOH (5 ml), water (1 ml) and Et3N (0.5 ml). The solution was stirred at 500C for 18 h. DBN (0.050 ml, 0.405 mmol) was added and EPO <DP n="72"/>the mixture was stirred for 2 h at 50C. Ammonium acetate buffer (0.1 M, 3 ml) was added and the mixture was concentrated. The residue was purified by preparative HPLC, using a gradient of 20-50% MeCN in 0.1M ammonium acetate buffer as eluent. After freeze-drying, the title product was obtained. M/z: 598.2. IH NMR (DMSO, 400 MHz): 3.50 (d, 2H), 3.75 (d, 2H), 4.32 (d, IH), 4.35 (ABq, 2H), 4.46-4.53 (m, 2H), 5.15 (d, IH), 6.94-7.00 (m, 2H), 7.10-7.25 (m, 4H), 7.29-7.39 (m, 4H), 7.68-7.81 (m, IH), 7.98-8.04 (m, 2H), 8.30-8.36 (m, IH).

Reference： [1]Patent: WO2006/137794,2006,A1 .Location in patent: Page/Page column 70-71

31
[ 2847-00-9 ]
[ 7677-24-9 ]
[ 2776-60-5 ]
[ 449205-68-9 ]

Reference： [1]Tetrahedron Asymmetry,2008,vol. 19,p. 67 - 81

32
[ 556-50-3 ]
[ 77-76-9 ]
[ 2776-60-5 ]

Reference： [1]Tetrahedron Asymmetry,2008,vol. 19,p. 67 - 81

33
carbonyl(pentamethylcyclopentadienyl)cobalt diiodide [ No CAS ]
[ 2776-60-5 ]
{(η5-C5Me5)CoI(glycylglycinemethylester)}I*H2O [ No CAS ]

Reference： [1]Chemische Berichte,1993,vol. 126,p. 1969 - 1980

34
dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer [ No CAS ]
[ 124-41-4 ]
[ 2776-60-5 ]
{(η5-C5Me5)RhCl2(glycylglycinemethylester)}*0.5H2O [ No CAS ]

Reference： [1]Chemische Berichte,1993,vol. 126,p. 1969 - 1980

35
dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer [ No CAS ]
[ 124-41-4 ]
[ 2776-60-5 ]
(η5-C5Me5)RhCl(glycylglycinemethylester(1-))*H2O [ No CAS ]

Reference： [1]Chemische Berichte,1993,vol. 126,p. 1969 - 1980

36
[ 67421-02-7 ]
[ 124-41-4 ]
[ 2776-60-5 ]
(η6-C6Me6)RuCl(glycylglycinemethylester(1-))*0.5H2O [ No CAS ]

Reference： [1]Chemische Berichte,1993,vol. 126,p. 1969 - 1980

37
dichloro(p-cymene)ruthenium(II) dimer [ No CAS ]
[ 124-41-4 ]
[ 2776-60-5 ]
[ 155916-40-8 ]

Reference： [1]Chemische Berichte,1993,vol. 126,p. 1969 - 1980

38
dichloro(p-cymene)ruthenium(II) dimer [ No CAS ]
[ 124-41-4 ]
[ 2776-60-5 ]
{(η6-p-cymene)RuCl(glycylglycinemethylester)}Cl*0.5H2O [ No CAS ]

Reference： [1]Chemische Berichte,1993,vol. 126,p. 1969 - 1980

39
[ 12354-84-6 ]
[ 124-41-4 ]
[ 2776-60-5 ]
(η5-C5Me5)IrCl(glycylglycinemethylester(1-))*0.5H2O [ No CAS ]

Reference： [1]Chemische Berichte,1993,vol. 126,p. 1969 - 1980

40
2Pd⁽²⁺⁾*4Cl^(1-)*2P(C₂H₅)3={(PdCl₂(P(C₂H₅)3))2} [ No CAS ]
[ 2776-60-5 ]
[ 316371-75-2 ]

Reference： [1]Zeitschrift fur Naturforschung, B: Chemical Sciences,2000,vol. 55,p. 855 - 862

41
bis[(benzyldimethylamino)chloropalladium(II)] [ No CAS ]
[ 2776-60-5 ]
[C₆H₄CH₂N(CH₃)2]Pd(C₂H₄N₂O(CH₂C(O)OCH₃)) [ No CAS ]

Reference： [1]Zeitschrift fur Naturforschung, B: Chemical Sciences,2000,vol. 55,p. 855 - 862

42
{RhCl₂BH(N₂(CCH₃)2CH)3(CH₃OH)} [ No CAS ]
[ 2776-60-5 ]
[RhCl(NH₂CH₂CONCH₂COOCH₃)(HB(C₅H₇N₂)3)]*0.5H₂O [ No CAS ]

Reference： [1]Zeitschrift fur Anorganische und Allgemeine Chemie,1997,vol. 623,p. 665 - 675

43
{RhCl₂BH(N₂(CCH₃)2CH)3(CH₃OH)} [ No CAS ]
[ 2776-60-5 ]
[RhCl₂(NH₂CH₂CONHCH₂COOCH₃)(HB(C₅H₇N₂)3)]*CH₃OH*H₂O [ No CAS ]

Reference： [1]Zeitschrift fur Anorganische und Allgemeine Chemie,1997,vol. 623,p. 665 - 675

44
[ 72339-52-7 ]
[ 2776-60-5 ]
[ 155892-66-3 ]

Reference： [1]Zeitschrift fur Naturforschung, B: Chemical Sciences,1996,vol. 51,p. 187 - 200

45
[iridium(III)(μ-chloro)(2-phenylpyridine)2]2 [ No CAS ]
[ 2776-60-5 ]
[ 180035-14-7 ]

Reference： [1]Journal of Organometallic Chemistry,1996,vol. 517,p. 191 - 200

46
[ 50-99-7 ]
[ 2776-60-5 ]
C₁₁H₂₀N₂O₉ [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2009,vol. 74,p. 1549 - 1556

47
(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)-3-phenylpropanethioic S-acid [ No CAS ]
[ 2776-60-5 ]
N-benzyloxycarbonyl-L-alanyl-L-phenylalanyl-glycyl-glycine methyl ester [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2009,vol. 48,p. 2355 - 2358

48
[ 2776-60-5 ]
[ 322474-21-5 ]
[ 1093786-02-7 ]

Reference： [1]Chemistry - A European Journal,2008,vol. 14,p. 8922 - 8927

49
[ 21947-98-8 ]
[ 2776-60-5 ]
[ 1209995-07-2 ]

Reference： [1]Journal of the American Chemical Society,2010,vol. 132,p. 1748 - 1749

50
[ 67-56-1 ]
[ 4712-55-4 ]
[ 2776-60-5 ]
[ 1313416-30-6 ]

Reference： [1]European Journal of Organic Chemistry,2011,p. 3220 - 3228

51
[ 1367281-19-3 ]
[ 2776-60-5 ]
[ 1367281-20-6 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20℃;	General procedure: HCl*NH2-dipeptide (1.1 mmol),and 4 (1.1 mmol) were weighed into a dry flask along with HATU (99.0 %) (1.1 mmol) and anhydrous methylene chloride. DIPEA (4 equiv) was added and the mixture was stirred at room temperature overnight, then the solution was washed with saturated ammonium chloride (15 mL), the separated organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo . The residual was purified by chromatography.

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 2303 - 2307

52
[ 2776-60-5 ]
[ 598-21-0 ]
[ 1225813-59-1 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 2303 - 2307

53
[ 1350753-96-6 ]
[ 2776-60-5 ]
[ 1350754-02-7 ]

Reference： [1]Monatshefte fur Chemie,2011,vol. 142,p. 1289 - 1308

54
[ 63220-36-0 ]
[ 2776-60-5 ]
[ 1350753-96-6 ]

Reference： [1]Monatshefte fur Chemie,2011,vol. 142,p. 1289 - 1308

55
[ 2776-60-5 ]
[ 362519-51-5 ]
[ 1148142-38-4 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In dichloromethane; at 0 - 20℃;	General procedure: A mixture of 10 mmoles of imidoyl chloride suspended in 20 mL of DCM was added dropwise to an ice-bath cooled solution of 12mmols of glycine methyl ester hydrochloride salt and 25mmoles of TEA in 50ml DCM. After addition, the reaction mixture was allowed to warm to amibient temperature and stirred for about one hour. After solvent removal in vacuo, water (50 ml) was added and the mixture was extracted with EtOAc (3x). The combined extracts were washed with brine, dried over anhydrous Na2SO4,and after solvent removal in vacuo the residue was purified by silica gel column chromatography (PE / EtOAc: 2 / 1) to afford the ester appended compounds (50-80% yields).

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2012,vol. 22,p. 6173 - 6180

56
(1R,3R,5R,6R)-6-(2-(2-(benzyloxycarbonylamino)acetamido)acetamido)-5-isopropyl-1-methyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxylic acid [ No CAS ]
[ 2776-60-5 ]
methyl 2-(2-((1R,3R,5R,6R)-6-(2-(2-(benzyloxycarbonyl-amino)acetamido)acetamido)-5-isopropyl-1-methyl-7-oxo-3-phenylhexahydropyrazolo[1,2-a]pyrazole-1-carboxamido)acetamido)acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	With 4-methyl-morpholine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane; at 20℃; for 24h;	General procedure: 4-Methylmorpholine (0.11mL, 1mmol) and EEDQ (247mg, 1mmol) were added to a stirred mixture of carboxylic acid (1mmol), amine hydrochloride (1mmol), and anhydrous dichloromethane (5mL) and the mixture was stirred at room temperature for 24h (Addition of 4-methylmorpholine was omitted when free amine was used.) The volatile components were evaporated in vacuo. The residue was dissolved in EtOAc (5mL) and then washed, subsequently, with 1M aq NaHSO4 (5mL) and aq NaHCO3 (5mL), dried over Na2SO4, filtered, and the filtrate vas evaporated in vacuo. The residue was purified by FC (EtOAc). Fractions containing the product were combined and evaporated in vacuo to give the corresponding carboxamide.

Reference： [1]Tetrahedron,2013,vol. 69,p. 6648 - 6665

57
[ 50-00-0 ]
[ 2776-60-5 ]
nitenpiram [ No CAS ]
[ 1355615-34-7 ]

Reference： [1]Science China Chemistry,2013,vol. 56,p. 159 - 168

58
[ 13400-67-4 ]
[ 2776-60-5 ]
C₃₂H₅₄N₂O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With sodium tris(2-ethylhexanoxy)borohydride; triethylamine; In tetrahydrofuran; at 20℃;	General procedure: A mixture of compound 1 (100 mg, 0.45 mmol), glycine ethyl ester hydrochloride (38 mg, 1.1 mmol) and triethylamine (30 mg, 1.1 mmol) in THF (15 mL) was reacted with NaBH(OEh)3 (2 mL) at room temperature. The reaction mixture was stirred at room temperature for 8 h. The solvent was removed, and the residue was extracted with EtOAc and concentrated. The residue was chromatographed on silica gel with the elution of (EtOAc: hexane; 1:3) to give 2. Waxy solid

Reference： [1]European Journal of Pharmaceutical Sciences,2013,vol. 50,p. 208 - 214

59
[ 2776-60-5 ]
[ 66636-17-7 ]
boc-orthophenylene-glyglyOMe [ No CAS ]

Reference： [1]Chemistry - A European Journal,2013,vol. 19,p. 17445 - 17455

60
[ 1569903-73-6 ]
[ 2776-60-5 ]
[ 1569903-87-2 ]

Reference： [1]Journal of the American Chemical Society,2014,vol. 136,p. 3728 - 3731

61
[ 2776-60-5 ]
[ 226256-83-3 ]
methyl ((S,Z)-4-((tert-butoxycarbonyl)amino)-3-oxo-5-phenylpent-1-en-1-yl)glycylglycinate [ No CAS ]
methyl ((S,E)-4-((tert-butoxycarbonyl)amino)-3-oxo-5-phenylpent-1-en-1-yl)glycylglycinate [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2014,vol. 2014,p. 3067 - 3071

62
C₂₁H₂₆N₄O₈ [ No CAS ]
[ 2776-60-5 ]
C₂₆H₃₄N₆O₁₀ [ No CAS ]

Reference： [1]Biochemistry,2016,vol. 55,p. 2427 - 2440

63
(S)-6-((1-phenylpropan-2-yl)amino)hexanoic acid, trifluoroacetate [ No CAS ]
[ 2776-60-5 ]
C₂₀H₃₁N₃O₄ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2016,vol. 59,p. 3878 - 3885

64
(2S,5S)-5-(4-allyloxybenzyl)-3,6-diaza-2-[4-(tert-butoxycarbonyl)aminobutyl]-4,7-dioxooctanoic acid [ No CAS ]
[ 2776-60-5 ]
methyl (8S,11S)-11-(4-allyloxybenzyl)-3,6,9,12-tetraaza-8-[4-(tert-butoxycarbonyl)aminobutyl]-4,7,10,13-tetraoxotetradecanoate [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 6010 - 6023

65
C₂₀H₃₇NO₈ [ No CAS ]
[ 2776-60-5 ]
C₂₅H₄₅N₃O₁₀ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In N,N-dimethyl-formamide; at 20℃; for 2h;	The (4-1) obtained at the intermediate -3(n=12) (0. 4 g, 0. 95 mmol) dissolved in DMF a, cooled to room temperature and then glycyl glycine methyl ester hydrochloride (200 mg, 1. 0mmol) and DMT-MM (340 mg, 1. 1 mmol), triethylamineborane (1. 0mmol) is added. After stirring at room temperature for 2 hours, and distilling DMF. A solid obtained by adding methanol, filtered white solid insoluble in intermediate -5 (n=12, m=2) is obtained. This material is heated methanol/water solvent dispersed, sodium hydroxide aqueous solution (1mol/L, 1. 5 ml) is added in the hydrolysis to 60 C. After the reaction the solvent by distillation, methanol is added, after the solid is dispersed, hydrochloric acid is added to adjust the pH to 4, and by filtering a compd.-1 (n=12, m=2) obtained as a white solid (355 mg, 70%).

Reference： [1]Patent: JP5721130,2015,B2 .Location in patent: Paragraph 0045

66
C₁₈H₃₃NO₈ [ No CAS ]
[ 2776-60-5 ]
C₂₃H₄₁N₃O₁₀ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In N,N-dimethyl-formamide; at 20℃; for 2h;	The (1-1) obtained at the intermediate -3(n=10) (0. 5g, 1. 2mmol) dissolved in DMF a, cooled to room temperature and then glycylglycine hydrocloride methyleaster (0. 22g, 1. 23mmol) and DMT-MM (0. 44g, 1. 35mmol), triethylamineborane (1. 25mmol) is added. After stirring at room temperature for 2 hours, and distilling DMF. A solid obtained by adding methanol, filtered white solid insoluble in intermediate -5 (n=10, m=2) is obtained. This material is heated methanol/water solvent dispersed, sodium hydroxide aqueous solution (1. 5 ml, 1mol/L) added to 60 C hydrolysis. After the reaction the solvent by distillation, methanol is added, after the solid is dispersed, hydrochloric acid is added to adjust the pH to 4, and a filter to be obtained as a white solid compd.-1 (0. 35g, 58% : intermediate -3(n=10) more).

Reference： [1]Patent: JP5721130,2015,B2 .Location in patent: Paragraph 0039; 0041

67
[ 875-97-8 ]
[ 2776-60-5 ]
SSDMA₁₄ [ No CAS ]

Reference： [1]Biomedicine and Pharmacotherapy,2017,vol. 88,p. 1163 - 1172

68
[ 4702-13-0 ]
[ 2776-60-5 ]
[ 63199-92-8 ]

Reference： [1]Biomedicine and Pharmacotherapy,2017,vol. 88,p. 1163 - 1172

69
[ 5033-17-0 ]
[ 2776-60-5 ]

Reference： [1]Biomedicine and Pharmacotherapy,2017,vol. 88,p. 1163 - 1172

70
[ 2776-60-5 ]
[ 245086-38-8 ]
C₅₆H₆₄N₈O₂₀ [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2018,vol. 2018,p. 219 - 222

71
C₂₈H₂₅FN₂O₇S [ No CAS ]
[ 2776-60-5 ]
C₃₃H₃₃FN₄O₉S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 - 50℃;	General procedure: To a solution of 12 3,4-diphenyl-1H-pyrrole-2,5-dione 4b (4.96mmol) in 83 CH3CN (20mL), 84 K2CO3 (4.96mmol), 85 TBAB (0.5mmol) and 16 1,4-dibromobutane (19.84mmol) were added and the mixture was stirred at 45C overnight. Solvent was evaporated to dryness, 86 water (50mL) added and the resulting mixture extracted with ethyl acetate. Collected organic layers were dried over anhydrous Na2SO4 and solvent evaporated to dryness. 17 8 was obtained by a silica gel column chromatography. The solution of 88 BBr3 (1M, 9.47mmol) in anhydrous 89 CH2Cl2 was added to compound 17 8 (3.94mmol) in 20mL anhydrous CH2Cl2 under nitrogen atmosphere at -78C. The mixture was stirred at -78C for 1h. The temperature rised to 0C, 10mL 90 H2O was added and the resulting solution was stirred for 0.5h and extracted with ethyl acetate. Collected organic layers were washed with brine and dried over anhydrous Na2SO4, and solvent was evaporated to dryness to afford compound 18 9, a yellow solid with sufficient purity to be used without further purification. To a solution of 18 9 (1.86mmol) and 84 K2CO3 (2.28mmol) in 10mL 92 acetone, methyl bromoacetate was added. The reaction proceeded reflux overnight and was added 30mL 86 water. Then, the mixture was extracted with ethyl acetate and dried over anhydrous Na2SO4. The residue was purified by a silica gel column chromatography to give 93 10. K2CO3 (1.76mmol), KI (1.32mmol), substituted aromatic sulfonamide (1.32mmol) and compound 10 were added to 2mL CH3CN. The mixture was stirred reflux overnight, and solvent was concentrated, H2O (12mL) added and the resulting mixture extracted with ethyl acetate. Collected organic layers were dried over anhydrous Na2SO4 and evaporated. 11 was obtained by a silica gel column chromatography. 1M aqueous solution of LiOH (1.11mmol) was added to the solution of compound 11 (0.742mmol) in 4mL THF at -5C. The mixture was stirred at -5C until complete by TLC and adjusted to pH 5 by 1M HCl. The resulting mixture was extracted with diethyl ether, and the organic layer was wash by brine and dried over anhydrous Na2SO4. The solution was evaporated to afford compound 12. To a solution of <strong>[2776-60-5]glycylglycine methyl ester hydrochloride</strong> (0.81mmol) and DIPEA (1.62mmol) in 5mL CH3CN, 12 (0.67mmol), HOBt (0.81mmol) and EDCl (0.81mmol) were added at 0C. The mixture proceeded at 50C overnight, diluted with CH2Cl2 and washed with brine. The organic layer was dried over anhydrous Na2SO4 and evaporated. Compound 13 was obtained by the silica gel column chromatography. For the synthesis of 14a-j, Et3N (0.866mmol) and LiCl (0.94mmol) were added to the solution of compound 13 in 5mL CH3CN: H2O (95: 5) at 0C. The solution was adjusted to pH 5 by 1M HCl and evaporated by CH2Cl2. Combined organic layer was washed by brine, dried over anhydrous Na2SO4 and concentrated. The resulting residue was triturated with ethyl acetate and filtrated to give target compound 14a-j.