[ CAS No. 1123-40-6 ] {[proInfo.proName]}

Name: 1123-40-6|4,4-Dimethylpiperidine-2,6-dione|98%
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SKU: A112146
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Quality Control of [ 1123-40-6 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 1123-40-6 ]

Product Details of [ 1123-40-6 ]

CAS No. :	1123-40-6	MDL No. :	MFCD00006671
Formula :	C₇H₁₁NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	YUJCWMGBRDBPDL-UHFFFAOYSA-N
M.W :	141.17	Pubchem ID :	14292
Synonyms :

Calculated chemistry of [ 1123-40-6 ]

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.71
Num. rotatable bonds :	0
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	40.51
TPSA :	46.17 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) :	-7.05 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.18
Log Po/w (XLOGP3) :	0.15
Log Po/w (WLOGP) :	0.07
Log Po/w (MLOGP) :	0.65
Log Po/w (SILICOS-IT) :	1.32
Consensus Log Po/w :	0.67

Druglikeness

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

Water Solubility

Log S (ESOL) :	-0.81
Solubility :	21.9 mg/ml ; 0.155 mol/l
Class :	Very soluble
Log S (Ali) :	-0.68
Solubility :	29.7 mg/ml ; 0.211 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.83
Solubility :	2.07 mg/ml ; 0.0147 mol/l
Class :	Soluble

Medicinal Chemistry

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

Safety of [ 1123-40-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H317-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1123-40-6 ]

* 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 [ 1123-40-6 ]
Downstream synthetic route of [ 1123-40-6 ]

[ 1123-40-6 ] Synthesis Path-Upstream 1~15

1
[ 4160-82-1 ]
[ 1123-40-6 ]

Reference： [1] Chemical Communications, 2013, vol. 49, # 57, p. 6331 - 6333
[2] Chemical Communications, 2013, vol. 49, # 56, p. 6331 - 6333

2
[ 38597-82-9 ]
[ 1123-40-6 ]

Reference： [1] Polish Journal of Chemistry, 1980, vol. 54, # 7/8, p. 1459 - 1463
[2] Polish Journal of Chemistry, 1980, vol. 54, # 7/8, p. 1459 - 1463

3
[ 854704-89-5 ]
[ 1123-40-6 ]

Reference： [1] Journal of the Chemical Society, 1911, vol. 99, # 431, p. 432,433,434

4
[ 77406-71-4 ]
[ 1123-40-6 ]

Reference： [1] Journal of the Chemical Society, 1899, vol. 75, p. 54[2] Journal of the Chemical Society, 1901, vol. 79, p. 753

5
[ 274690-12-9 ]
[ 1123-40-6 ]

Reference： [1] Journal of the Chemical Society, 1899, vol. 75, p. 54[2] Journal of the Chemical Society, 1901, vol. 79, p. 753

6
[ 6630-38-2 ]
[ 1123-40-6 ]

Reference： [1] Journal of the Chemical Society, 1911, vol. 99, # 431, p. 432,433,434

7
[ 4160-82-1 ]
[ 77287-34-4 ]
[ 1123-40-6 ]

Reference： [1] Yakugaku Zasshi, 1957, vol. 77, p. 118[2] Chem.Abstr., 1957, p. 8748

8
[ 4160-82-1 ]
[ 57-13-6 ]
[ 1123-40-6 ]

Reference： [1] Journal of the American Pharmaceutical Association (1912-1977), 1950, vol. 39, p. 451,453

9
[ 6630-38-2 ]
[ 1123-40-6 ]

Reference： [1] Journal of the Chemical Society, 1911, vol. 99, p. 440

10
[ 4839-46-7 ]
[ 77287-34-4 ]
[ 1123-40-6 ]

Reference： [1] Yakugaku Zasshi, 1957, vol. 77, p. 118[2] Chem.Abstr., 1957, p. 8748

11
[ 66393-63-3 ]
[ 1123-40-6 ]

Reference： [1] Journal of the Chemical Society, Chemical Communications, 1981, # 18, p. 955 - 956

12
[ 1123-40-6 ]
[ 38646-68-3 ]

Yield	Reaction Conditions	Operation in experiment
85%	Stage #1: With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Heating / reflux Stage #2: With sodium hydroxide; water In tetrahydrofuran Stage #3: With hydrogenchloride In diethyl ether for 0.00833333 h;	Preparation of 4,4-dimethylpiperidine; A 500 mL round bottomed flask was charged with solid lithium aluminum hydride (2.5 g, 64 mmol) under an argon atmosphere, 40 mL of anhydrous tetrahydrofuran was added slowly. The suspension was cooled to O⁰C, then added a solution of 3,3- dimethylglutarimide (3.0 g, 21 mmol) in 20 mL anhydrous tetrahydrofuran slowly.Evolution of gas was observed. After complete addition the ice bath was removed and allowed to warm to ambient temperature. The flask was equipped with a condenser and placed in an oil bath and heated at reflux for 3 h. The solution was cooled to ambient temperature, placed flask in a bath of cool water for heat sink, then successive dropwise addition of 2.5 mL water, 2.5 mL of 15percent aq. sodium hydroxide, and 7.5 mL of water resulted in a thick suspension. Added 150 mL dry Et₂U, stirred, then filtered off solids. Separated layers, dried organics with sodium sulfate and filtered. Cooled the organic solution in an ice bath and bubbled anhydrous hydrogen chloride (g) for -30 seconds. A thick white precipitate quickly forms. The solid was filtered off to yield title compound as hydrochloride salt. (2.68 g, 85percent) APCI⁺; 114.1.

Reference： [1] Chemical and Pharmaceutical Bulletin, 1993, vol. 41, # 11, p. 1971 - 1986
[2] Patent: WO2008/84300, 2008, A1, . Location in patent: Page/Page column 57

13
[ 1123-40-6 ]
[ 81461-73-6 ]
[ 83928-76-1 ]

Reference： [1] Archiv der Pharmazie, 1992, vol. 325, # 5, p. 313 - 315

14
[ 1123-40-6 ]
[ 83928-76-1 ]

Reference： [1] Heterocycles, 1993, vol. 36, # 7, p. 1463 - 1470

15
[ 110-52-1 ]
[ 1123-40-6 ]
[ 20980-22-7 ]
[ 83928-76-1 ]

Reference： [1] Archiv der Pharmazie, 1992, vol. 325, # 5, p. 313 - 315

[ 1123-40-6 ] Synthesis Path-Downstream 1~88

1
[ 854704-89-5 ]
[ 1123-40-6 ]

Reference： [1]Journal of the Chemical Society,1911,vol. 99,p. 432,433,434

2
[ 77406-71-4 ]
[ 1123-40-6 ]

Reference： [1]Journal of the Chemical Society,1899,vol. 75,p. 54
Journal of the Chemical Society,1901,vol. 79,p. 753

3
[ 274690-12-9 ]
[ 1123-40-6 ]

Reference： [1]Journal of the Chemical Society,1899,vol. 75,p. 54
Journal of the Chemical Society,1901,vol. 79,p. 753

4
[ 6630-38-2 ]
[ 1123-40-6 ]

Reference： [1]Journal of the Chemical Society,1911,vol. 99,p. 432,433,434

5
[ 6630-38-2 ]
[ 1123-40-6 ]
4,4-dimethyl-2,6-dioxo-piperidine-3,5-dicarboxylic acid [ No CAS ]

Reference： [1]Journal of the Chemical Society,1911,vol. 99,p. 440

6
4,4-dimethyl-2,6-dioxo-piperidine-3,5-dicarboxylic acid [ No CAS ]
[ 1123-40-6 ]

Reference： [1]Journal of the Chemical Society,1911,vol. 99,p. 440

7
[ 110-52-1 ]
[ 1123-40-6 ]
[ 84951-42-8 ]

Yield	Reaction Conditions	Operation in experiment
83%	With 18-crown-6 ether; potassium carbonate; In toluene; at 111℃; for 24h;Inert atmosphere;	General procedure: To the solution of an imide of general structure B in dry toluene anhydrous K2CO3 (2.5 equiv), 18-crown-6 (1 mol %) and 1,4-dibromobutane (4 equiv) were added. The reaction mixture was stirred under reflux for 24 h under inert gas. Then, the reaction mixture was filtered off and the filter cake washed with dichloromethane. The combined filtrates were evaporated under reduced pressure and crude product was distilled under reduced pressure.
	In acetonitrile; for 12h;Reflux;	A mixture of <strong>[1123-40-6]4,4-dimethylpiperidine-2,6-dione</strong>, 20 (0.93g, 5mmol) and 1,4-dibromobutane (5.4g, 25mmol) was stirred under reflux in dry CH3CN (20mL) for 12h. The reaction mixture was allowed to cool to room temperature and the excess solvent was removed under reduced pressure. The crude product obtained was directly purified on flash column chromatography (silica gel, ethyl acetate/light petroleum 1:3) to afford 1-(4-bromobutyl)-<strong>[1123-40-6]4,4-dimethylpiperidine-2,6-dione</strong>, (21) as a colorless oil which was used in the next stage without further purification. 1H NMR (300MHz, CDCl3): delta 3.8 (t, J=7.2, 2H), 3.42 (t, J=6.6Hz, 2H), 2.51 (s, 4H), 1.91-1.82 (m, 2H), 1.73-1.62 (m, 2H), 1.08 (s, 6H).
	In acetonitrile; for 12h;Reflux;	1-(4-Bromobutyl)-<strong>[1123-40-6]4,4-dimethylpiperidine-2,6-dione</strong>, 21 (FIG. 14): A mixture of 115 <strong>[1123-40-6]4,4-dimethylpiperidine-2,6-dione</strong>, 20 (FIG. 14) (0.93 g, 5 mmol) and 6 1,4-dibromobutane (5.4 g, 25 mmol) was stirred under reflux in dry 116 CH3CN (20 mL) for 12 h. The reaction mixture was allowed to cool to room temperature and the excess solvent was removed under reduced pressure. The crude product obtained was directly purified on flash column chromatography (silica gel, ethyl acetate/light petroleum 1:3) to afford 117 1-(4-bromobutyl)-<strong>[1123-40-6]4,4-dimethylpiperidine-2,6-dione</strong> 21 (FIG. 14) as a colorless oil which was used in the next stage without further purification. 1H NMR (300 MHz, CDCl3): delta 3.8 (t, J=7.2, 2H), 3.42 (t, J=6.6 Hz, 2H), 2.51 (s, 4H), 1.91-1.82 (m, 2H), 1.73-1.62 (m, 2H), 1.08 (s, 6H).

Reference： [1]European Journal of Medicinal Chemistry,2012,vol. 49,p. 200 - 210
[2]Journal of Medicinal Chemistry,1994,vol. 37,p. 1779 - 1793
[3]European Journal of Organic Chemistry,2016,vol. 2016,p. 2944 - 2953
[4]Bioorganic and Medicinal Chemistry,2016,vol. 24,p. 5730 - 5740
[5]Patent: US2018/193330,2018,A1 .Location in patent: Paragraph 0024; 0187

8
[ 1123-40-6 ]
[ 79-37-8 ]
[ 130819-33-9 ]

Reference： [1]Zeitschrift fur Naturforschung, B: Chemical Sciences,1990,vol. 45,p. 833 - 847

9
[ 110-52-1 ]
[ 1123-40-6 ]
[ 20980-22-7 ]
[ 83928-76-1 ]

Reference： [1]Archiv der Pharmazie,1992,vol. 325,p. 313 - 315

10
[ 1123-40-6 ]
[ 39149-80-9 ]
[ 129224-49-3 ]

Reference： [1]Pharmazie,1990,vol. 45,p. 286 - 287

11
[ 1123-40-6 ]
[ 5292-43-3 ]
[ 129224-44-8 ]

Reference： [1]Pharmazie,1990,vol. 45,p. 286 - 287

12
[ 110-52-1 ]
[ 1123-40-6 ]
[ 4774-24-7 ]
[ 142336-22-9 ]

Reference： [1]Archiv der Pharmazie,1992,vol. 325,p. 313 - 315

13
[ 1123-40-6 ]
[ 95514-55-9 ]
4-(4,4-dimethyl-2,6-dioxopiperidin-1-yl)but-2-enyl acetate [ No CAS ]

Reference： [1]Heterocycles,1993,vol. 36,p. 1463 - 1470

14
[ 1123-40-6 ]
[ 591-51-5 ]
3,3-Dimethyl-5-oxo-5-phenyl-pentanoic acid amide [ No CAS ]
6-Hydroxy-4,4-dimethyl-6-phenyl-piperidin-2-one [ No CAS ]

Reference： [1]Bulletin of the Polish Academy of Sciences: Chemistry,1984,vol. 32,p. 335 - 338
[2]Bulletin of the Polish Academy of Sciences: Chemistry,1984,vol. 32,p. 335 - 338

16
[ 1123-40-6 ]
[ 142415-01-8 ]
[ 142336-22-9 ]

Reference： [1]Archiv der Pharmazie,1992,vol. 325,p. 313 - 315

17
[ 1123-40-6 ]
[ 106-93-4 ]
[ 101079-07-6 ]

Reference： [1]Tetrahedron,1993,vol. 49,p. 4619 - 4626
[2]Journal of Medicinal Chemistry,2004,vol. 47,p. 1900 - 1918

18
[ 1123-40-6 ]
[ 106-96-7 ]
[ 116753-43-6 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1991,vol. 39,p. 2288 - 2300

19
[ 1123-40-6 ]
[ 68-12-2 ]
[ 125532-79-8 ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1989,vol. 54,p. 1705 - 1715

20
[ 1123-40-6 ]
[ 158176-28-4 ]
1-<N-(2,3-dihydro-1,4-dioxino<2,3-b>pyridin-3-ylmethyl)-2-aminoethyl>-4,4dimethylpiperidine-2,6-dione [ No CAS ]

Reference： [1]Heterocycles,1994,vol. 38,p. 1641 - 1650

21
[ 1123-40-6 ]
[ 74-88-4 ]
[ 25115-67-7 ]

Reference： [1]Journal of Heterocyclic Chemistry,1980,vol. 17,p. 1241 - 1243

22
[ 1123-40-6 ]
[ 66393-63-3 ]

Reference： [1]Journal of Organic Chemistry,1986,vol. 51,p. 2071 - 2077

23
[ 1123-40-6 ]
[ 38646-68-3 ]

Yield	Reaction Conditions	Operation in experiment
85%		Preparation of 4,4-dimethylpiperidine; A 500 mL round bottomed flask was charged with solid lithium aluminum hydride (2.5 g, 64 mmol) under an argon atmosphere, 40 mL of anhydrous tetrahydrofuran was added slowly. The suspension was cooled to O0C, then added a solution of 3,3- dimethylglutarimide (3.0 g, 21 mmol) in 20 mL anhydrous tetrahydrofuran slowly.Evolution of gas was observed. After complete addition the ice bath was removed and allowed to warm to ambient temperature. The flask was equipped with a condenser and placed in an oil bath and heated at reflux for 3 h. The solution was cooled to ambient temperature, placed flask in a bath of cool water for heat sink, then successive dropwise addition of 2.5 mL water, 2.5 mL of 15% aq. sodium hydroxide, and 7.5 mL of water resulted in a thick suspension. Added 150 mL dry Et2U, stirred, then filtered off solids. Separated layers, dried organics with sodium sulfate and filtered. Cooled the organic solution in an ice bath and bubbled anhydrous hydrogen chloride (g) for -30 seconds. A thick white precipitate quickly forms. The solid was filtered off to yield title compound as hydrochloride salt. (2.68 g, 85%) APCI+; 114.1.

Reference： [1]Chemical and Pharmaceutical Bulletin,1993,vol. 41,p. 1971 - 1986
[2]Patent: WO2008/84300,2008,A1 .Location in patent: Page/Page column 57

24
[ 1123-40-6 ]
[ 131376-79-9 ]

Reference： [1]Journal of the Chemical Society. Perkin transactions II,1990,p. 1663 - 1670

25
[ 1123-40-6 ]
[ 82621-83-8 ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 8710 - 8716
[2]Journal of Organic Chemistry,1986,vol. 51,p. 2071 - 2077

26
[ 66393-63-3 ]
[ 1123-40-6 ]

Reference： [1]Journal of the Chemical Society. Chemical communications,1981,p. 955 - 956

27
[ 38597-82-9 ]
[ 1123-40-6 ]

Reference： [1]Polish Journal of Chemistry,1980,vol. 54,p. 1459 - 1463
[2]Polish Journal of Chemistry,1980,vol. 54,p. 1459 - 1463

28
6-(2'-hydroxypropyl)-4,4-dimethylpiperid-2-one [ No CAS ]
[ 1123-40-6 ]

Reference： [1]Polish Journal of Chemistry,1980,vol. 54,p. 1459 - 1463
[2]Polish Journal of Chemistry,1980,vol. 54,p. 1459 - 1463

29
[ 1123-40-6 ]
[ 55047-81-9 ]

Reference： [1]Tetrahedron Letters,2006,vol. 47,p. 4877 - 4880

30
[ 1123-40-6 ]
[ 536-74-3 ]
N-[(Z)-2-phenylvinyl]-4,4-dimethylglutarimide [ No CAS ]
N-[(E)-2-phenylvinyl]-4,4-dimethylglutarimide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2006,vol. 71,p. 9506 - 9509

31
[ 1123-40-6 ]
[ 693-02-7 ]
N-[(Z)-hex-1-en-1-yl]-4,4-dimethylglutarimide [ No CAS ]
N-[(E)-hex-1-en-1-yl]-4,4-dimethylglutarimide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2006,vol. 71,p. 9506 - 9509
[2]Journal of Organic Chemistry,2006,vol. 71,p. 9506 - 9509

32
[ 1123-40-6 ]
1-{2-[4-(2-chloro-phenyl)-piperazin-1-yl]-ethyl}-4,4-dimethyl-piperidine-2,6-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2004,vol. 47,p. 1900 - 1918

33
[ 1123-40-6 ]
1-(4,4-dimethylpiperidino)-3,5-dichloro-2,4,6-trinitrobenzene [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1998,vol. 63,p. 5164 - 5168

34
[ 1123-40-6 ]
[ 155787-19-2 ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1779 - 1793

35
[ 1123-40-6 ]
5-methoxy-3-<N-propyl-N-<4-(4,4-dimethyl-2,6-dioxo-1-piperidinyl)butyl>amino>-3,4-dihydro-2H-1-benzopyran [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1779 - 1793

36
[ 1123-40-6 ]
[ 83928-76-1 ]

Reference： [1]Heterocycles,1993,vol. 36,p. 1463 - 1470

37
[ 1123-40-6 ]
[ 124475-86-1 ]

Reference： [1]Heterocycles,1993,vol. 36,p. 1463 - 1470

38
[ 1123-40-6 ]
4,4-Dimethyl-6-n-hexylimino-1-(2-hydroxyethyl)-piperidinyl-2-one [ No CAS ]

Reference： [1]Tetrahedron,1993,vol. 49,p. 4619 - 4626

39
[ 1123-40-6 ]
6-Benzylimino-4,4-dimethyl-1-(2-hydroxyethyl)-piperidinyl-2-one [ No CAS ]

Reference： [1]Tetrahedron,1993,vol. 49,p. 4619 - 4626

40
[ 1123-40-6 ]
4,4-Dimethyl-1-(2-hydroxyethyl)-6-α-methylbenzylimino-piperidinyl-2-one [ No CAS ]

Reference： [1]Tetrahedron,1993,vol. 49,p. 4619 - 4626

41
[ 1123-40-6 ]
[ 141366-71-4 ]

Reference： [1]Tetrahedron,1992,vol. 48,p. 1999 - 2012

42
[ 1123-40-6 ]
[2-(4,4-Dimethyl-piperidin-1-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester [ No CAS ]

Reference： [1]Tetrahedron,1992,vol. 48,p. 1999 - 2012

43
[ 1123-40-6 ]
[ 142415-02-9 ]

Reference： [1]Archiv der Pharmazie,1992,vol. 325,p. 313 - 315
[2]Archiv der Pharmazie,1992,vol. 325,p. 313 - 315

44
[ 1123-40-6 ]
[ 116732-70-8 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1991,vol. 39,p. 2288 - 2300

45
[ 1123-40-6 ]
[ 1003-84-5 ]

Reference： [1]Journal of Heterocyclic Chemistry,1980,vol. 17,p. 1241 - 1243

46
[ 1123-40-6 ]
[ 76093-78-2 ]

Reference： [1]Journal of Heterocyclic Chemistry,1980,vol. 17,p. 1241 - 1243

47
[ 1123-40-6 ]
4-(tert-butyldimethylsilanyloxy)piperidine-1-carboxylic acid 4-(2-hydroxyethyl)phenyl ester [ No CAS ]
[ 811811-84-4 ]

Yield	Reaction Conditions	Operation in experiment
84%		To a solution of 4-(2-Hydroxyethyl)phenol (25 mmoi) and 4-diazabicyclo[2.2.2]octane (DABCO) (27 mmol) in CH2CI2 (50 ml) was added 3-[4-(tert-butyl-dimethyl-silanyloxy)-piperidine-1-carbonyl]-1-methyl-3H-imidazol-1-ium; iodide (27 mmol).The reaction mixture was stirred for 16 hours at rt, filtered and the organic phase waswashed with water three times, dried (MgSO4) and evaporated to give 99% of 4-(tert-butyl-dimethyl-silanyloxy)-piperidine-1 -carboxylic acid 4-(2-hydroxy-ethyl)-phenyl ester as a lightyellow oil which was used without further purification.4-(tert-Butyl-dimethyl-silanyloxy)-piperidine-1 -carboxylic acid 4-(2-hydroxy-ethyl)-phenyl ester(5 mmol) <strong>[1123-40-6]3,3-dimethylglutarimide</strong> (5 mmol), diisopropylethylamin (5.5 mmol) andtributylphosphine (6.5 mmol) in THF (25 mL) was stirred under nitrogen at rt. 1,1'-(Azodicarbonyl)dipiperidine (ADDP, 6.5 mmol) dissolved in THF (25 ml) was added and thereaction mixture was stirred at rt for 16 h. The reaction mixture was filtered, added water andextracted with EtOAc. The combined organic phases were dried and concentrated andpurified by flash chromatography (Quad flash 40, EtOAc-heptane 1:3 -> 1:0) to give 84% of4-(tert-butyl-dimethyl-siIanyloxy)-piperidine-1 -carboxylic acid 4-[2-(4,4-dimethyl-2,6-dioxo-piperidin-1-yl)-ethyl]-phenyl ester as beige crystals. 4-(tert-Butyl-dimethyl-silanyloxy)-piperidine-1 -carboxylic acid 4-[2-(4,4-dimethyI-2,6-dioxo-piperidin-1-yl)-ethyl]-phenyl ester (4mmol) was deprotected by stirring with a 1.7 M solution of HCI in Et2O (20 ml) in DCM (5ml) for 16 h at rt. Evaporation to dryness followed by evaporation with MeCN produced 97%of the title compound as a solid.

Reference： [1]Patent: WO2004/111032,2004,A1 .Location in patent: Page 133-134

48
[ 1123-40-6 ]
[ 399580-20-2 ]
[ 777859-91-3 ]

Yield	Reaction Conditions	Operation in experiment
	With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 45℃; for 6h;	Crude 2- (2-METHOXY-5-NITRO-PHENOXY)-ETHANOL (0.43 g, 2 MMOL) was dissolved in dry THF, 4, 4-dimethylglutarimide (0.28 g, 2 mmol), triphenylphosphine (0.52 g, 2 MMOL) and diethylazodicarboxylate (1.1 ml, 2.4 MMOL) were added at 45 C. After 6 h the reaction mixture was concentrated in vacuo and purified by flash-chromatography (cyclohexane/ ethyl ether 3/7) to give 0.41 g of the title compound as a white solid. NMR ('H, CECI3) : 8 7.88 (d, 1H), 7.73 (s, 1H), 6.85 (d, 1H), 4.30-4. 15 (m, 4H), 3.90 (s, 3H), 2.52 (s, 4H), 1.13 (s, 6H).

Reference： [1]Patent: WO2004/89897,2004,A1 .Location in patent: Page 22

49
[ 1123-40-6 ]
[ 15663-27-1 ]
silver nitrate [ No CAS ]
{Pt₂(NH₃)4(C(O)CH₂C(CH₃)2CH₂C(O)N)2}⁽²⁺⁾*2NO₃^(1-)*H₂O={Pt₂(NH₃)4(C₇H₁₀NO₂)2}(NO₃)2*H₂O [ No CAS ]

Reference： [1]Inorganic Chemistry,1991,vol. 30,p. 3914 - 3919

50
[ 1123-40-6 ]
[ 15663-27-1 ]
[ 7631-99-4 ]
{Pt₂(NH₃)4(C(O)CH₂C(CH₃)2CH₂C(O)N)2}⁽²⁺⁾*2NO₃^(1-)*H₂O={Pt₂(NH₃)4(C₇H₁₀NO₂)2}(NO₃)2*H₂O [ No CAS ]

Reference： [1]Inorganic Chemistry,1991,vol. 30,p. 3914 - 3919

51
[ 1123-40-6 ]
[ 15663-27-1 ]
silver nitrate [ No CAS ]
3Pt⁽²⁺⁾*Pt⁽³⁺⁾*8NH₃*4C(O)CH₂C(CH₃)2CH₂C(O)N^(1-)*5NO₃^(1-)*2H₂O={Pt₄(NH₃)8(C₇H₁₀NO₂)4}(NO₃)5*2H₂O [ No CAS ]

Reference： [1]Inorganic Chemistry,1991,vol. 30,p. 3914 - 3919

52
[ 123-56-8 ]
[ 1123-40-6 ]
[ 12775-96-1 ]
[ 618-36-0 ]
[ 148447-67-0 ]

Reference： [1]Inorganica Chimica Acta,1993,vol. 206,p. 201 - 208

53
[ 1123-40-6 ]
[ 3886-69-9 ]
[ 12775-96-1 ]
trans-bis(3,3-dimethylglutarimidato)bis(R-1-phenylethylamine)copper(II) [ No CAS ]

Reference： [1]Inorganica Chimica Acta,1993,vol. 206,p. 201 - 208

54
[ 1123-40-6 ]
[ 15663-27-1 ]
sodium hexaflorophosphate [ No CAS ]
Pt⁽³⁺⁾*3Pt⁽²⁺⁾*8NH₃*4C₅NH₄O₂(CH₃)2^(1-)*NO₃^(1-)*4PF₆^(1-)*8H₂O=Pt₄(NH₃)8(C₇H₁₀NO₂)4(NO₃)(PF₆)4*8H₂O [ No CAS ]

Reference： [1]Inorganica Chimica Acta,1986,vol. 121,p. L29 - L32

55
[ 1123-40-6 ]
[ 15663-27-1 ]
{Pt₄(NH₃)8(C(O)(CH₂)2C(CH₃)2C(O)N)4}⁽⁵⁺⁾*5NO₃^(1-)*2H₂O = {Pt₄(NH₃)8(C(O)(CH₂)2C(CH₃)2C(O)N)4}(NO₃)5*2H₂O [ No CAS ]

Reference： [1]Chemistry Letters,1993,p. 597 - 600

56
[ 1123-40-6 ]
[ 15663-27-1 ]
[ 149333-88-0 ]

Reference： [1]Chemistry Letters,1993,p. 597 - 600

57
[ 1123-40-6 ]
[ 15663-27-1 ]
Pt⁽³⁺⁾*3Pt⁽²⁺⁾*8NH₃*4C₅NH₄O₂(CH₃)2^(1-)*5NO₃^(1-)*5H₂O=Pt₄(NH₃)8(C₇H₁₀NO₂)4(NO₃)5*5H₂O [ No CAS ]

Reference： [1]Inorganica Chimica Acta,1986,vol. 121,p. L29 - L32
[2]Inorganica Chimica Acta,1986,vol. 121,p. L29 - L32

58
[ 1123-40-6 ]
cis-diamminediaquaplatinum(II) [ No CAS ]
[ 149333-88-0 ]

Reference： [1]Inorganic Chemistry,1995,vol. 34,p. 202 - 208
Inorg. Chem.,

59
[ 1123-40-6 ]
[ 7631-99-4 ]
cis-diaminediiodoplatinum(II) [ No CAS ]
cis-[Pt₂(3,3-dimethylgluarimidate)2(NH₃)4](NO₃)2 * H₂O [ No CAS ]
cis-[Pt₂(3,3-dimethylglutarimidate)2(NH₃)4](NO₃)2 (H-T) [ No CAS ]

Reference： [1]Inorganica Chimica Acta,1997,vol. 263,p. 69 - 79

60
[ 1123-40-6 ]
[ 15663-27-1 ]
[Pt₄(NH₃)8(3,3-dimethylglutarimidate)4](NO₃)5 * 2H₂O [ No CAS ]

Reference： [1]Inorganic Chemistry,1995,vol. 34,p. 202 - 208
Inorg. Chem.,

61
[ 1123-40-6 ]
cis-diaminediiodoplatinum(II) [ No CAS ]
[ 7697-37-2 ]
[Pt₄(3,3-dimethylgluarimidate)4(NH₃)8](NO₃)5 * 2 H₂O [ No CAS ]

Reference： [1]Inorganica Chimica Acta,1997,vol. 263,p. 69 - 79

62
[ 1123-40-6 ]
[ 7631-99-4 ]
cis-diaminediiodoplatinum(II) [ No CAS ]
silver nitrate [ No CAS ]
cis-[Pt₂(3,3-dimethylglutarimidate)2(NH₃)4](NO₃)2 (H-T) [ No CAS ]
cis-[Pt₂(3,3-dimethylglutarimidate)2(NH₃)4](NO₃)2 (H-H) [ No CAS ]

Reference： [1]Inorganica Chimica Acta,1996,vol. 252,p. 5 - 7

63
[ 1123-40-6 ]
mercury dichloride [ No CAS ]
[ 223251-28-3 ]

Reference： [1]Journal of Molecular Structure,1999,vol. 478,p. 99 - 105

64
[ 1123-40-6 ]
[ 2606-51-1 ]
[ 1045709-54-3 ]

Reference： [1]Angewandte Chemie - International Edition,2008,vol. 47,p. 4512 - 4515

65
[ 1123-40-6 ]
[ 1239708-03-2 ]

Reference： [1]Journal of Organic Chemistry,2010,vol. 75,p. 5250 - 5258

66
[ 1123-40-6 ]
[ 1262838-23-2 ]
[ 1262838-26-5 ]

Reference： [1]Chemistry Letters,2010,vol. 39,p. 1166 - 1167

67
[ 1123-40-6 ]
[ 3958-60-9 ]
[ 74-88-4 ]
[ 1215111-92-4 ]

Yield	Reaction Conditions	Operation in experiment
		Step 1; Synthesis of 3,4,4-trimethyl-1-(2-nitrobenzyl)piperidine-2,6-dione Lithium diisopropylamide solution in hexane and tetrahydrofuran (1.08 mol/l) (13.2 ml, 14.2 mmol) was added dropwise to <strong>[1123-40-6]4,4-dimethylpiperidine-2,6-dione</strong>(2.0 g, 14.2 mmol) in 30 ml of tetrahydrofuran at -78C in a nitrogen atmosphere, and the resulting reaction solution was stirred at -78C for 10 minutes. After carbon dioxide was blown at 0C for 2 minutes, the reaction solution was cooled again to -78C, and lithium diisopropylamide solution in hexane and tetrahydrofuran (1.08 mol/l) (13.2ml, 14.2 mmol) was added dropwise. Then, methyl iodide (1.10 g, 7.80 mmol) and hexamethylphosphoric triamide (2.54 g, 14.2 mmol) were added dropwise, and the reaction solution was stirred at -20C for 30 minutes. After the reaction, saturated aqueous ammonium chloride was added dropwise, the reaction solution was concentrated under reduced pressure the resulting residue was dissolved in 20 ml of dimethylformamide, mixed with 2-nitrobenzylbromide (3.06 g, 14.2 mmol) and potassium carbonate (1.96 g, 14.2 mmol) and stirred at 80C for 30 minutes. After the reaction, ethyl acetate and water were added, and the organic layer was separated, washed with water, then dried with saturated aqueous sodium chloride and over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (n-hexane/ethyl acetate = 9/1 to 1/1) to obtain 1.3 g of the desired product.

Reference： [1]Patent: EP2336104,2011,A1 .Location in patent: Page/Page column 125

68
[ 1123-40-6 ]
[ 3958-60-9 ]
[ 1215111-85-5 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate; In N,N-dimethyl-formamide; at 70℃; for 2h;	Step 1; Synthesis of 4,4-dimethyl-1-(2-nitrobenzyl)piperidine-2,6-dione 3,3-Dimethylglutarimide (3.0 g, 21.3 mmol) in 20 ml of dimethylformamide were mixed with potassium carbonate (4.41 g, 31.9 mmol) and 2-nitrobenzyl bromide (4.59 g, 21.3 mmol) and stirred at 70C for 2 hours. After the reaction, ethyl acetate and saturated aqueous ammonium chloride were added, and the organic layer was separated, washed with water, then dried with saturated aqueous sodium chloride and over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (n-hexane/ethyl acetate = 9/1 to 1/1) to obtain 4.80 g of the desired product as a pale yellow solid.

Reference： [1]Patent: EP2336104,2011,A1 .Location in patent: Page/Page column 119

69
[ 1123-40-6 ]
[ 1215111-86-6 ]