[ CAS No. 1776-53-0 ] {[proInfo.proName]}

Name: 1776-53-0|4-Aminocyclohexanecarboxylic acid|95%
Brand: Ambeed
SKU: A100757
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Quality Control of [ 1776-53-0 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 1776-53-0 ]

Product Details of [ 1776-53-0 ]

CAS No. :	1776-53-0	MDL No. :	MFCD00191601
Formula :	C₇H₁₃NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	143.18	Pubchem ID :	-
Synonyms :

Calculated chemistry of [ 1776-53-0 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.86
Num. rotatable bonds :	1
Num. H-bond acceptors :	3.0
Num. H-bond donors :	2.0
Molar Refractivity :	38.13
TPSA :	63.32 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) :	-8.73 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.14
Log Po/w (XLOGP3) :	-2.19
Log Po/w (WLOGP) :	0.59
Log Po/w (MLOGP) :	0.35
Log Po/w (SILICOS-IT) :	0.18
Consensus Log Po/w :	0.01

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	0.72
Solubility :	748.0 mg/ml ; 5.22 mol/l
Class :	Highly soluble
Log S (Ali) :	1.39
Solubility :	3530.0 mg/ml ; 24.6 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	-0.08
Solubility :	120.0 mg/ml ; 0.839 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.13

Safety of [ 1776-53-0 ]

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

Application In Synthesis of [ 1776-53-0 ]

* 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 [ 1776-53-0 ]
Downstream synthetic route of [ 1776-53-0 ]

[ 1776-53-0 ] Synthesis Path-Upstream 1~11

1
[ 150-13-0 ]
[ 1776-53-0 ]

Reference： [1] Journal of Materials Chemistry A, 2016, vol. 4, # 16, p. 5842 - 5848
[2] Synthetic Communications, 1989, vol. 19, # 9-10, p. 1787 - 1800
[3] Chemische Berichte, 1987, vol. 120, p. 285 - 290
[4] Chemistry - A European Journal, 2009, vol. 15, # 28, p. 6953 - 6963
[5] Patent: US4719203, 1988, A,
[6] Tetrahedron, 1984, vol. 40, # 2, p. 355 - 368
[7] Chemische Berichte, 1916, vol. 49, p. 2295
[8] Journal of Molecular Structure, 1980, vol. 68, p. 119 - 136
[9] European Journal of Medicinal Chemistry, 1997, vol. 32, # 5, p. 377 - 384

2
[ 150-13-0 ]
[ 1776-53-0 ]
[ 98-89-5 ]

Reference： [1] Chemische Berichte, 1894, vol. 27, p. 2829
[2] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 4, p. 1317

3
[ 64-17-5 ]
[ 1776-53-0 ]
[ 1678-68-8 ]

Reference： [1] Journal of medicinal chemistry, 1971, vol. 14, # 17, p. 600 - 614
[2] Patent: US2008/146565, 2008, A1, . Location in patent: Page/Page column 96

4
[ 1776-53-0 ]
[ 1467-84-1 ]

Yield	Reaction Conditions	Operation in experiment
60%	With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 75℃; for 7 h;	REFERENCE SYNTHETIC EXAMPLE 12 (trans-4-Aminocyclohexyl)methanol trans-4-Aminocyclohexane carboxylic acid (314 mg, 2.19 mmol) was added little by little to a solution of sodium bis(2-methoxyethoxy)aluminum hydride-toluene solution (65 wtpercent, 3.0 mL) in toluene (3 mL) warmed to 75°C in advance, and the mixture was stirred for 7 hours. The reaction mixture was allowed to cool to room temperature and mixed with 1 M aqueous sodium hydroxide (20 mL), followed by stirring at 80°C for 10 minutes. The reaction mixture was allowed to cool to room temperature and separated into an aqueous layer and a toluene layer, and the aqueous layer was extracted with chloroform three times. The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the title compound as a white solid (170 mg, yield: 60percent).

Reference： [1] Patent: EP2955181, 2015, A1, . Location in patent: Paragraph 0167; 0168
[2] Patent: WO2012/97013, 2012, A1, . Location in patent: Page/Page column 167-168

5
[ 150-13-0 ]
[ 1776-53-0 ]
[ 3685-23-2 ]

Yield	Reaction Conditions	Operation in experiment
64.286 % ee	With 5% active carbon-supported ruthenium; hydrogen; sodium hydroxide In water at 100℃; for 20 h; Autoclave	p-Aminobenzoic acid (10.0 g, 0.07mol, leq.), 5 percent Ru/C (2,50 g) and 10percent NaOH (lOO.OmL) were mixed in autoclave. The mixture was stirred at 100°C under 15 bar of hydrogen. After 20h of stirring no Starting material was observed on TLC (DCM/MeOH/NH₃ = 5/5/1, v/v/v, stain: ninhydrine). According to the NMR - full conversion and cis:trans ratio = 1 :4.6 . Reaction was stopped.

Reference： [1] European Journal of Medicinal Chemistry, 2001, vol. 36, # 3, p. 265 - 286
[2] Biochemische Zeitschrift, 1933, vol. 262, p. 462
[3] Journal of the American Chemical Society, 1938, vol. 60, p. 2341,2343
[4] Chemische Berichte, 1942, vol. 75, p. 425,428
[5] Chemische Berichte, 1943, vol. 76, p. 1019,1023
[6] Chemische Berichte, 1963, vol. 96, p. 2377 - 2386
[7] Journal of Medicinal Chemistry, 1993, vol. 36, # 8, p. 1100 - 1103
[8] Arzneimittel-Forschung/Drug Research, 1999, vol. 49, # 1, p. 6 - 12
[9] Synthetic Communications, 2002, vol. 32, # 13, p. 1985 - 1995
[10] Patent: WO2017/134212, 2017, A1, . Location in patent: Page/Page column 10

6
[ 90942-89-5 ]
[ 1776-53-0 ]
[ 3685-23-2 ]

Reference： [1] Chemische Berichte, 1963, vol. 96, p. 2377 - 2386

7
[ 1776-53-0 ]
[ 64-17-5 ]
[ 51498-33-0 ]

Yield	Reaction Conditions	Operation in experiment
100%	at 80℃; Cooling with ice	To an ice-cold solution of 4-aminocyclohexanecarboxylic acid (5.0 g, 34.92 mmol) in ethanol (20 mL) was added thionyl chloride (7.60 ml, 104.76 mmol) and the mixture heated up to 80° C. for 2-3 h. After the completion of reaction (by TLC), the solvent was evaporated under reduced pressure to give the desired product in quantitative yield.
7.23 g	With thionyl chloride In ethanol at 80℃; for 3 h; Cooling with ice	To an ice-cold solution of 4-aminocyclohexanecarboxylic acid (5.0 g, 34.92 mmol) in EtOH (20 mL) was added thionyl chloride (7.60 mL, 104.76 mmol). The mixture was heated at 80° C. for 3 h. The solvent was evaporated in vacuo to obtain i (7.23 g). ¹H NMR (400 MHz, DMSO-d₆): δ 4.19 (q, J=7.20 Hz, 2H), 3.71 (m, 1H), 2.71 (m, 1H), 2.06 (m, 2H), 1.90 (m, 2H), 1.69 (m, 2H), 1.55 (m, 2H), and 1.25 (t, J=7.20 Hz, 3H).

Reference： [1] Patent: US2012/88750, 2012, A1, . Location in patent: Page/Page column 41
[2] Patent: WO2006/77424, 2006, A1, . Location in patent: Page/Page column 162-163
[3] Patent: WO2006/77425, 2006, A1, . Location in patent: Page/Page column 162-163
[4] Patent: WO2006/77428, 2006, A1, . Location in patent: Page/Page column 140
[5] Patent: US2013/252938, 2013, A1, . Location in patent: Paragraph 0502
[6] Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 4, p. 1317

8
[ 1776-53-0 ]
[ 51498-33-0 ]

Reference： [1] Patent: WO2005/12256, 2005, A1, . Location in patent: Page/Page column 155-156

9
[ 67-56-1 ]
[ 1776-53-0 ]
[ 62456-15-9 ]

Reference： [1] Journal of Medicinal Chemistry, 2013, vol. 56, # 20, p. 8163 - 8182
[2] Journal of Medicinal Chemistry, 1977, vol. 20, # 2, p. 279 - 290
[3] European Journal of Medicinal Chemistry, 2017, vol. 125, p. 500 - 514
[4] Organic Letters, 2017, vol. 19, # 18, p. 4880 - 4883

10
[ 67-56-1 ]
[ 1776-53-0 ]
[ 61367-07-5 ]

Yield	Reaction Conditions	Operation in experiment
96.1%	at -10℃; for 1.5 h; Reflux	Example 33; Trans-4-(5-((R)-2-(2,5-difluorophenyl)pyrrolidin-l-yl)pyrazoloπ,5-alpyrimidine-3- carboxamido)cyclohexanecarboxylic acid; Step A: Preparation of (trans)-methyl 4-aminocyclohexanecarboxylate hydrochloride.; (Trans)-4-aminocyclohexanecarboxylic acid (200 mg, 1.40 mmol) was suspended in MeOH (5.5 mL) and cooled to -10 ⁰C. To this was added SOCl₂ (204 μL, 2.79 mmol) dropwise and the mixture stirred for 15 minutes. The reaction mixture was warmed to ambient temperature for 15 minutes, followed by heating at reflux for 1 hour. After cooling, the mixture was concentrated to afford the title compound (260 mg, 96.1 percent yield). MS (apci) m/z = 158.0 (M+H).

Reference： [1] Patent: WO2011/6074, 2011, A1, . Location in patent: Page/Page column 95

11
[ 1776-53-0 ]
[ 239074-29-4 ]

Reference： [1] ACS Medicinal Chemistry Letters, 2018, vol. 9, # 2, p. 89 - 93

[ 1776-53-0 ] Synthesis Path-Downstream 1~88

1
[ 1776-53-0 ]
[ 102390-34-1 ]

Reference： [1]Chemische Berichte,1943,vol. 76,p. 1019,1023

2
[ 90942-89-5 ]
[ 1776-53-0 ]
[ 3685-23-2 ]

Reference： [1]Chemische Berichte,1963,vol. 96,p. 2377 - 2386

3
[ 1776-53-0 ]
[ 82911-69-1 ]
[ 147900-46-7 ]

Reference： [1]Journal of Medicinal Chemistry,1993,vol. 36,p. 1100 - 1103
[2]Arzneimittel-Forschung/Drug Research,1999,vol. 49,p. 6 - 12

4
[ 1776-53-0 ]
[ 407-25-0 ]
[ 102390-35-2 ]

Reference： [1]Journal of Medicinal Chemistry,1990,vol. 33,p. 1906 - 1910

5
[ 1776-53-0 ]
[4-(2,6-dimethyl-phenylcarbamoyl)-cyclohexyl]-carbamic acid <i>tert</i>-butyl ester [ No CAS ]

Reference： [1]European Journal of Medicinal Chemistry,2001,vol. 36,p. 265 - 286

6
[ 1776-53-0 ]
trans-N-[(2,6-dimethyl)phenyl]-4-aminocyclohexanecarboxamide hydrochloride [ No CAS ]

Reference： [1]European Journal of Medicinal Chemistry,2001,vol. 36,p. 265 - 286

7
[ 1776-53-0 ]
4-[4-Chloro-3-(2-chloro-ethylsulfanyl)-butyrylamino]-cyclohexanecarboxylic acid [ No CAS ]

Reference： [1]Arzneimittel-Forschung/Drug Research,1997,vol. 47,p. 217 - 222

8
[ 1776-53-0 ]
4-[3-Chloro-4-(2-chloro-ethylsulfanyl)-butyrylamino]-cyclohexanecarboxylic acid [ No CAS ]

Reference： [1]Arzneimittel-Forschung/Drug Research,1997,vol. 47,p. 217 - 222

9
[ 1776-53-0 ]
[ 127946-38-7 ]

Reference： [1]Journal of Medicinal Chemistry,1990,vol. 33,p. 1906 - 1910

10
[ 1776-53-0 ]
[ 127946-04-7 ]

Reference： [1]Journal of Medicinal Chemistry,1990,vol. 33,p. 1906 - 1910

11
[ 1776-53-0 ]
4-(2,2,2-Trifluoro-acetylamino)-cyclohexanecarboxylic acid (6-amino-2,4-dioxo-1,3-dipropyl-1,2,3,4-tetrahydro-pyrimidin-5-yl)-amide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1990,vol. 33,p. 1906 - 1910

12
[ 1776-53-0 ]
[ 61367-08-6 ]

Reference： [1]Journal of Medicinal Chemistry,1977,vol. 20,p. 279 - 290

13
[ 1776-53-0 ]
[ 61137-47-1 ]

Reference： [1]Journal of Medicinal Chemistry,1977,vol. 20,p. 279 - 290

14
[ 57555-71-2 ]
[ 1776-53-0 ]

Reference： [1]Chemische Berichte,1963,vol. 96,p. 2377 - 2386

15
[ 905971-91-7 ]
[ 1776-53-0 ]
[ 1013893-43-0 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2008,vol. 18,p. 767 - 771

16
[ 108-31-6 ]
[ 1776-53-0 ]
C₁₁H₁₃NO₄ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2008,vol. 18,p. 5926 - 5931

17
[ 67-56-1 ]
[ 1776-53-0 ]
[ 61367-07-5 ]

Yield	Reaction Conditions	Operation in experiment
96.1%	With thionyl chloride; at -10℃; for 1.5h;Reflux;	Example 33; Trans-4-(5-((R)-2-(2,5-difluorophenyl)pyrrolidin-l-yl)pyrazolopi,5-alpyrimidine-3- carboxamido)cyclohexanecarboxylic acid; Step A: Preparation of (trans)-methyl 4-aminocyclohexanecarboxylate hydrochloride.; (Trans)-<strong>[1776-53-0]4-aminocyclohexanecarboxylic acid</strong> (200 mg, 1.40 mmol) was suspended in MeOH (5.5 mL) and cooled to -10 0C. To this was added SOCl2 (204 muL, 2.79 mmol) dropwise and the mixture stirred for 15 minutes. The reaction mixture was warmed to ambient temperature for 15 minutes, followed by heating at reflux for 1 hour. After cooling, the mixture was concentrated to afford the title compound (260 mg, 96.1 percent yield). MS (apci) m/z = 158.0 (M+H).

Reference： [1]Patent: WO2011/6074,2011,A1 .Location in patent: Page/Page column 95

18
[ 64-17-5 ]
[ 1776-53-0 ]
trans-4-aminocyclohexanecarboxylic acid ethyl ester hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72.4%	With hydrogenchloride; at 60℃;	13 A: (fram-)-Ethyl 4-aminocyclohexanecarboxylate[00155] A suspension of (fraws)-<strong>[1776-53-0]4-aminocyclohexanecarboxylic acid</strong> (5 g, 34.9 mmol) in EtOH (lOOmL, 1713 mmol) was treated with HC1 (9.09 mL, 105 mmol) and the mixture was stirred at 60 °C overnight. The reaction mixture turned to clear solution. It was concentrated under reduced pressure and the residue was triturated with Et20 in C3/4CN (50percent) and the resulting white solid was collected. There was some product left in the filtrate so it was concentrated and triturated with Et20 in C3/4CN (50percent), the white solid was collected by filtration and combined with the white solid that was collected previously to provide 13AHC1 (5.25 g, 25.3 mmol, 72.4 percent yield). 1H NMR (400 MHz, CDC13) delta ppm 4.06(q, 2H, J = 7.1 Hz); 3.01-3.15(m, 1H); 1.34-2.31(m, 9H); 1.18(t, 3H, J = 7.1 Hz).

Reference： [1]Patent: WO2011/123493,2011,A1 .Location in patent: Page/Page column 63

19
[ 1776-53-0 ]
[ 219770-57-7 ]

Reference： [1]Patent: WO2011/123493,2011,A1

20
[ 1776-53-0 ]
[ 102390-36-3 ]

Reference： [1]Patent: WO2011/123493,2011,A1

21
[ 1776-53-0 ]
[ 1202411-54-8 ]

Reference： [1]Patent: WO2011/123493,2011,A1

22
[ 1776-53-0 ]
[ 1338051-05-0 ]

Reference： [1]Patent: WO2011/123493,2011,A1

23
[ 1776-53-0 ]
[ 1338051-06-1 ]

Reference： [1]Patent: WO2011/123493,2011,A1

24
[ 1776-53-0 ]
[ 1338051-07-2 ]

Reference： [1]Patent: WO2011/123493,2011,A1

25
[ 1776-53-0 ]
[ 1338051-08-3 ]

Reference： [1]Patent: WO2011/123493,2011,A1

26
[ 1776-53-0 ]
[ 1338051-09-4 ]

Reference： [1]Patent: WO2011/123493,2011,A1

27
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(isoquinolin-5-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

28
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(isoquinolin-8-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

29
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(2-hydroxyphenyl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

30
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(2-ethoxyphenyl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

31
[ 1776-53-0 ]
methyl 2-[4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)]-2-(N-trans-cyclohexanecarboxamido)benzoate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

32
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(2-acetylphenyl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

33
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(8-oxo-5,6,7,8-tetrahydronaphthalen-1-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

34
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(9H-fluoren-9-on-1-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

35
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(pyridin-2-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

36
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(pyridin-3-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

37
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(pyridin-4-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

38
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(2-acetylpyridin-3-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

39
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(6-acetylpyridin-3-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

40
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(4-bromo-2-methoxyphenyl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

41
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(5-hydroxylpyridin-3-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

42
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(2-chloropyridin-3-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

43
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(quinolin-8-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

44
[ 1776-53-0 ]
C₁₆H₂₀ClNO₃ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

45
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(isoquinolin-1-yl)-trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

46
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(isoquinolin-4-yl)-trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

47
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(quinolin-4-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

48
[ 1776-53-0 ]
4-(cis,endo-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl)-N-(quinolin-5-yl)trans-cyclohexylcarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

49
[ 1776-53-0 ]
[ 14166-28-0 ]
C₁₆H₂₁NO₄ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2012,vol. 55,p. 697 - 708

50
[ 1455091-23-2 ]
[ 1776-53-0 ]
[ 1455088-79-5 ]

Yield	Reaction Conditions	Operation in experiment
49%	With sodium methylate; In 2-methoxy-ethanol; at 140℃; for 1h;Microwave irradiation;	trans-4-[(1-Cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carbonyl)-amino]- cyclohexanecarboxylic acid [0360] To a mixture of l-cyano-4-hydroxy-7-phenoxy-isoquinoline-3-carboxylic acid methyl ester (60 mg, 0.19 mmol) and ?ras-4-amino-cyclohexanecarboxylic acid (107 mg, 0.75 mmol) in 3 mL of 2-methoxyethanol was added NaOMe solid (30 mg, 0.56 mmol). The resultant mixture was microwaved at 140 °C for 1 h. Reaction mixture was concentrated and residue was dissolved in water (60 mL). It was acidified by 1 N HC1 to pH = 3-4. Precipitate was collected, and rinsed with water and MeOH. Solid was dried to provide the title compound 40 mg (0.093 mmol) in 49percent yield. LC-MS ESI-: 430.00 (M-l)\

Reference： [1]Patent: WO2013/134660,2013,A1 .Location in patent: Paragraph 0360

51
[ 1776-53-0 ]
[ 190515-65-2 ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8163 - 8182

52
[ 1776-53-0 ]
4-(methanesulfonamido)cyclohexanecarboxylic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8163 - 8182

53
[ 1776-53-0 ]
C₈H₁₄ClNO₃S [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8163 - 8182

54
[ 1776-53-0 ]
N-[3-tert-butyl-2-methoxy-5-(2-methoxy-3-pyridyl)phenyl]-4-(methanesulfonamido)cyclohexanecarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8163 - 8182

55
[ 1776-53-0 ]
N-[3-tert-butyl-2-methoxy-5-(2-oxo-1H-pyridin-3-yl)phenyl]-4-(methanesulfonamido)cyclohexanecarboxamide [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2013,vol. 56,p. 8163 - 8182

56
[ 1776-53-0 ]
[ 121-44-8 ]
[ 14470-28-1 ]
[ 1471099-00-9 ]

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 16014 - 16017

57
[ 1776-53-0 ]
benzyl ((1r,4r)-4-carbamoylcyclohexyl)carbamate [ No CAS ]

Reference： [1]Patent: US2015/5280,2015,A1

58
[ 1776-53-0 ]
benzyl ((1r,4r)-4-cyanocyclohexyl)carbamate [ No CAS ]

Reference： [1]Patent: US2015/5280,2015,A1

59
[ 1776-53-0 ]
[ 873651-89-9 ]

Reference： [1]Patent: US2015/5280,2015,A1

60
[ 1776-53-0 ]
[ 1885-14-9 ]
[ 34771-04-5 ]

Yield	Reaction Conditions	Operation in experiment
2.2 g	With sodium hydroxide; In tetrahydrofuran; water; at 0 - 35℃; for 3h;	NaOH (890 mg, 22.2 mmol) in water (52 mL) was added to a stirred solution of <strong>[1776-53-0]trans-<strong>[1776-53-0]4-aminocyclohexanecarboxylic acid</strong></strong> (2 g, 11.13 mmol) in THF (26 mL) at 0-5° C. followed by addition of benzylchloroformate (2.08 g, 12.2 mmol) and stirring was continued at 20-35° C. for 3 h. The reaction mixture was concentrated under reduced pressure to afford the crude, which was diluted with EtOAc, washed with water, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 2.2 g of the title compound. 1H NMR (300 MHz, DMSO-d6) delta ppm 7.5-7.2 (5H, m), 5.0 (2H, s), 3.3-3.1 (1H, m), 2.3-1.7 (5H, m), 1.5-1.1 (4H, m).

Reference： [1]Patent: US2015/5280,2015,A1 .Location in patent: Paragraph 0971 - 0973

61
[ 38267-96-8 ]
[ 1776-53-0 ]
trans-4-[6-(1,3-thiazol-5-yl)-4-quinazolinyl]amino}cyclohexanecarboxylic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2015,vol. 58,p. 3548 - 3571

62
[ 38267-96-8 ]
[ 1776-53-0 ]
trans-4-[(6-bromo-4-quinazolinyl)amino]cyclohexanecarboxylic acid [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2015,vol. 58,p. 3548 - 3571

63
[ 1776-53-0 ]
1-[trans-4-(hydroxymethyl)cyclohexyl]-7-[2-(trimethylsilyl)ethoxylmethyl]-1H-pyrrolo[3',2':5,6]pyrido[4,3-d]pyrimidin-4(7H)-one [ No CAS ]