(R)-3-(Boc-Amino)piperidine supplier

Name
(R)-3-(Boc-Amino)piperidine
EINECS 685-989-2
CAS No. 309956-78-3
Article Data10
CAS DataBase
Density 1.02 g/cm³
Solubility
Melting Point 121.0 to 125.0 °C
Formula C₁₀H₂₀N₂O₂
Boiling Point 304.8 °C at 760 mmHg
Molecular Weight 200.281
Flash Point 138.2 °C
Transport Information
Appearance
Safety 26-39-61-29-36
Risk Codes 37/38-41-50
Molecular Structure
Hazard Symbols Xi,N
Synonyms (R)-3-Boc-aminopiperidine;Carbamicacid, (3R)-3-piperidinyl-, 1,1-dimethylethyl ester (9CI);(3R)-3-[((tert-Butyloxycarbonyl)amino)]piperidine;(R)-3-[N-(tert-Butoxycarbonyl)amino]piperidine;(R)-Piperidin-3-ylcarbamic acid tert-butylester;(R)-tert-Butyl(piperidin-3-yl)carbamate;tert-Butyl(R)-piperidin-3-ylcarbamate;
PSA 50.36000
LogP 1.98280

Synthetic route

: 454713-13-4
tert-butyl (R)-(+)-(N-benzylpiperidin-3-yl)carbamate

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen In ethanol at 20 - 25℃; under 150015 Torr; for 20h;	97%
With palladium 10% on activated carbon; hydrogen In methanol at 45℃; under 1140.08 Torr; for 2h;	85%
With hydrogen; 10% palladium on activated carbon In metahnol at 20℃; for 24h;

: 485820-12-0
(R)-3-(tert-butoxycarbonylamino)piperidine-1-carboxylic acid benzyl ester

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol; water at 35 - 40℃; under 2250.23 - 3000.3 Torr; for 2h; Time; Autoclave; Inert atmosphere;	95.4%
With hydrogen; palladium 10% on activated carbon In ethanol at 20℃; under 760.051 Torr; for 168h;	92%
In ethanol

: 1189160-63-1
t-butyl (R)-piperidin-3-ylcarbamate R-mandelate

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
With sodium chloride; sodium hydroxide In water; butan-1-ol at 10 - 30℃;	79.7%

: (R)-2-tert-butyloxycarbonylamino-1,5-pentanedimethanesulfonate

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
With ammonium hydroxide In acetonitrile at 30℃; for 48h;	74%
Multi-step reaction with 2 steps 1: 2 h / 45 °C 2: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 45 °C / 1140.08 Torr View Scheme

: 6893-26-1
D-Glutamic acid

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / 6 h / 30 °C 2.1: sodium tetrahydroborate; ethanol / 2 h / Cooling with ice; Reflux 3.1: triethylamine / dichloromethane / 0.5 h / 0 °C 3.2: 30 °C 4.1: ammonium hydroxide / acetonitrile / 48 h / 30 °C View Scheme
Multi-step reaction with 5 steps 1: water; N,N-dimethyl-formamide / 1 h / 20 - 30 °C 2: dimethylsulfide borane complex / tetrahydrofuran / 10 h / -5 - 50 °C 3: triethylamine / dichloromethane / 1 h / 0 - 20 °C 4: 2 h / 45 °C 5: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 45 °C / 1140.08 Torr View Scheme

: 1,5-dimethyl (2R)-2-[[(tert-butoxy)carbonyl]amino]pentanedioate

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium tetrahydroborate; ethanol / 2 h / Cooling with ice; Reflux 2.1: triethylamine / dichloromethane / 0.5 h / 0 °C 2.2: 30 °C 3.1: ammonium hydroxide / acetonitrile / 48 h / 30 °C View Scheme

: 24424-99-5
di-tert-butyl dicarbonate

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / 6 h / 30 °C 2.1: sodium tetrahydroborate; ethanol / 2 h / Cooling with ice; Reflux 3.1: triethylamine / dichloromethane / 0.5 h / 0 °C 3.2: 30 °C 4.1: ammonium hydroxide / acetonitrile / 48 h / 30 °C View Scheme
Multi-step reaction with 5 steps 1: water; N,N-dimethyl-formamide / 1 h / 20 - 30 °C 2: dimethylsulfide borane complex / tetrahydrofuran / 10 h / -5 - 50 °C 3: triethylamine / dichloromethane / 1 h / 0 - 20 °C 4: 2 h / 45 °C 5: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 45 °C / 1140.08 Torr View Scheme

: tert-butyl N-[(2R)-1,5-dihydroxypentan-2-yl]carbamate

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 1.2: 30 °C 2.1: ammonium hydroxide / acetonitrile / 48 h / 30 °C View Scheme
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 1 h / 0 - 20 °C 2: 2 h / 45 °C 3: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 45 °C / 1140.08 Torr View Scheme

: 34404-28-9
N-[(1,1-dimethylethoxy)carbonyl]-D-glutamic acid

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: dimethylsulfide borane complex / tetrahydrofuran / 10 h / -5 - 50 °C 2: triethylamine / dichloromethane / 1 h / 0 - 20 °C 3: 2 h / 45 °C 4: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 45 °C / 1140.08 Torr View Scheme

: 78190-11-1
1-benzyloxycarbonylpiperidine-3-carboxylic acid

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: methanol / 40 - 50 °C 2: ethanol / 70 - 75 °C 3: methanesulfonyl chloride; ammonia; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / -10 - 25 °C 4: sodium hydroxide; sodium hypochlorite / water / 25 - 40 °C 5: sodium carbonate / methanol; water / 20 - 25 °C 6: palladium 10% on activated carbon; hydrogen / methanol; water / 2 h / 35 - 40 °C / 2250.23 - 3000.3 Torr / Autoclave; Inert atmosphere View Scheme

Yield

Multi-step reaction with 6 steps
1: methanol / 40 - 50 °C
2: ethanol / 70 - 75 °C
3: methanesulfonyl chloride; ammonia; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / -10 - 25 °C
4: sodium hydroxide; sodium hypochlorite / water / 25 - 40 °C
5: sodium carbonate / methanol; water / 20 - 25 °C
6: palladium 10% on activated carbon; hydrogen / methanol; water / 2 h / 35 - 40 °C / 2250.23 - 3000.3 Torr / Autoclave; Inert atmosphere
View Scheme

: 160706-62-7
(R)-1-((benzyloxy)carbonyl)piperidine-3-carboxylic acid

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: methanesulfonyl chloride; ammonia; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / -10 - 25 °C 2: sodium hydroxide; sodium hypochlorite / water / 25 - 40 °C 3: sodium carbonate / methanol; water / 20 - 25 °C 4: palladium 10% on activated carbon; hydrogen / methanol; water / 2 h / 35 - 40 °C / 2250.23 - 3000.3 Torr / Autoclave; Inert atmosphere View Scheme

: C14H18N2O3

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; sodium hypochlorite / water / 25 - 40 °C 2: sodium carbonate / methanol; water / 20 - 25 °C 3: palladium 10% on activated carbon; hydrogen / methanol; water / 2 h / 35 - 40 °C / 2250.23 - 3000.3 Torr / Autoclave; Inert atmosphere View Scheme

: C8H11N*C14H17NO4

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: ethanol / 70 - 75 °C 2: methanesulfonyl chloride; ammonia; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / -10 - 25 °C 3: sodium hydroxide; sodium hypochlorite / water / 25 - 40 °C 4: sodium carbonate / methanol; water / 20 - 25 °C 5: palladium 10% on activated carbon; hydrogen / methanol; water / 2 h / 35 - 40 °C / 2250.23 - 3000.3 Torr / Autoclave; Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1: ethanol / 70 - 75 °C
2: methanesulfonyl chloride; ammonia; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / -10 - 25 °C
3: sodium hydroxide; sodium hypochlorite / water / 25 - 40 °C
4: sodium carbonate / methanol; water / 20 - 25 °C
5: palladium 10% on activated carbon; hydrogen / methanol; water / 2 h / 35 - 40 °C / 2250.23 - 3000.3 Torr / Autoclave; Inert atmosphere
View Scheme

: (R)-1-benzylpiperidine-3-carboxylic azide

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid / water / 1 h / 100 °C 2: sodium hydroxide / water / 2 h / 20 °C 3: 5%-palladium/activated carbon; hydrogen / ethanol / 20 h / 20 - 25 °C / 150015 Torr View Scheme

: 71962-74-8
Ethyl nipecotate

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: isopropyl alcohol; water / 0.5 h / Reflux 2: sodium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C 3: hydrazine hydrate / butan-1-ol / 8 h / Reflux 4: sulfuric acid; sodium nitrite / water / 1 h / 0 - 5 °C 5: sulfuric acid / water / 1 h / 100 °C 6: sodium hydroxide / water / 2 h / 20 °C 7: 5%-palladium/activated carbon; hydrogen / ethanol / 20 h / 20 - 25 °C / 150015 Torr View Scheme

Yield

Multi-step reaction with 7 steps
1: isopropyl alcohol; water / 0.5 h / Reflux
2: sodium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C
3: hydrazine hydrate / butan-1-ol / 8 h / Reflux
4: sulfuric acid; sodium nitrite / water / 1 h / 0 - 5 °C
5: sulfuric acid / water / 1 h / 100 °C
6: sodium hydroxide / water / 2 h / 20 °C
7: 5%-palladium/activated carbon; hydrogen / ethanol / 20 h / 20 - 25 °C / 150015 Torr
View Scheme

: (R)-piperidine-3-carboxylic acid ethyl ester*l-tartaric acid

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: sodium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C 2: hydrazine hydrate / butan-1-ol / 8 h / Reflux 3: sulfuric acid; sodium nitrite / water / 1 h / 0 - 5 °C 4: sulfuric acid / water / 1 h / 100 °C 5: sodium hydroxide / water / 2 h / 20 °C 6: 5%-palladium/activated carbon; hydrogen / ethanol / 20 h / 20 - 25 °C / 150015 Torr View Scheme

: 245529-50-4
(R)-1-benzylpiperidine-3-carboxylic acid ethyl ester

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: hydrazine hydrate / butan-1-ol / 8 h / Reflux 2: sulfuric acid; sodium nitrite / water / 1 h / 0 - 5 °C 3: sulfuric acid / water / 1 h / 100 °C 4: sodium hydroxide / water / 2 h / 20 °C 5: 5%-palladium/activated carbon; hydrogen / ethanol / 20 h / 20 - 25 °C / 150015 Torr View Scheme

: (R)-1- benzylpiperidine-3-carboxylic acid hydrazide

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfuric acid; sodium nitrite / water / 1 h / 0 - 5 °C 2: sulfuric acid / water / 1 h / 100 °C 3: sodium hydroxide / water / 2 h / 20 °C 4: 5%-palladium/activated carbon; hydrogen / ethanol / 20 h / 20 - 25 °C / 150015 Torr View Scheme

: 168466-84-0
(3R)-1-benzyl-3-aminopiperidine

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 2 h / 20 °C 2: 5%-palladium/activated carbon; hydrogen / ethanol / 20 h / 20 - 25 °C / 150015 Torr View Scheme

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 41263-74-5
4-(methylamino)-3-nitrobenzoic acid

: 1549812-10-3
1,1-dimethylethyl ((3R)-1-{[4-(methylamino)-3-nitrophenyl]carbonyl}-3-piperidinyl)carbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h;	100%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h;	100%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h;	100%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 1549812-23-8
3-methoxy-4-(methylamino)-5-nitrobenzoic acid

: 1549812-25-0
(R)-(1-(3-methoxy-4-(methylamino)-5-nitrobenzoyl)piperidin-3-yl)carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 3-methoxy-4-(methylamino)-5-nitrobenzoic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In tetrahydrofuran; N,N-dimethyl-formamide for 0.666667h; Cooling with ice; Stage #2: (R)-piperidin-3-ylcarbamic acid tert-butyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 10h; Solvent; Temperature;	100%
Stage #1: 3-methoxy-4-(methylamino)-5-nitrobenzoic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide for 0.5h; Stage #2: (R)-piperidin-3-ylcarbamic acid tert-butyl ester In N,N-dimethyl-formamide for 1.5h;	19.4 g
Stage #1: 3-methoxy-4-(methylamino)-5-nitrobenzoic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide for 0.5h; Stage #2: (R)-piperidin-3-ylcarbamic acid tert-butyl ester In N,N-dimethyl-formamide for 1.5h;	19.4 g
Stage #1: 3-methoxy-4-(methylamino)-5-nitrobenzoic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide for 0.5h; Stage #2: (R)-piperidin-3-ylcarbamic acid tert-butyl ester In N,N-dimethyl-formamide for 1.5h;	19.4 g

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 950670-18-5
3-bromo-5-fluoropyridine-2- carbonitrile

: (R)-tert-butyl 1-(5-bromo-6-cyanopyridin-3-yl)piperidin-3-ylcarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 100℃; for 1.5h;	100%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: methyl 4-(6-carbamoyl-3-(methylthio)-1,2,4-triazin-5-ylamino)benzoate

: (R)-methyl 4-(3-(3-(tert-butoxycarbonylamino)piperidin-1-yl)-6-carbamoyl-1,2,4-triazin-5-ylamino)benzoate

Conditions

Conditions	Yield
Stage #1: methyl 4-(6-carbamoyl-3-(methylthio)-1,2,4-triazin-5-ylamino)benzoate With 3-chloro-benzenecarboperoxoic acid In 1-methyl-pyrrolidin-2-one at 20℃; for 1h; Stage #2: (R)-piperidin-3-ylcarbamic acid tert-butyl ester With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 90℃; for 1.5h;	100%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 5-chloro-2-(4-cyano-3-fluorophenyl)-1-(3-fluoro-4-methoxyphenyl)imidazole-4-carboxylic acid

: tert-butyl N-[(3R)-1-[5-Chloro-2-(4-cyano-3-fluorophenyl)-1-(3-fluoro-4-methoxyphenyl)imidazole-4-carbonyl]piperidin-3-yl]carbamate

Conditions

Conditions	Yield
With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 1h;	100%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 2-(4-Cyano-3-fluorophenyl)-1-(3-fluoro-4-methoxyphenyl)imidazole-4-carboxylic acid

: tert-butyl N-[(3R)-1-[2-(4-cyano-3-fluorophenyl)-1-(3-fluoro-4-1methoxyphenyl)imidazole-4-carbonyl]piperidin-3-yl]carbamate

Conditions

Conditions	Yield
With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 1h;	100%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 3680-69-1
4-chloro-1H-pyrrolo[2,3-d]pyrimidine

: (R)-tert-butyl (1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl)carbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 80℃; for 52h; Inert atmosphere; Sealed tube;	100%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 23680-84-4
2-chloro-6,7-dimethoxyquinazolin-4-amine

: tert-butyl (R)-(1-(4-amino-6,7-dimethoxyquinazolin-2-yl)piperidin-3-yl)carbamate

Conditions

Conditions	Yield
In i-Amyl alcohol at 130℃; under 760.051 Torr; for 0.833333h; Microwave irradiation;	100%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 1-(but-2-ynyl)-6-chloro-3-(prop-2-ynyl)pyrimidine-2,4(1H,3H)-dione

: tert-butyl (R)-(1-(3-(but-2-yn-1-yl)-2,6-dioxo-1-(prop-2-yn-1-yl)-1,2,3,6-tetrahydropyrimidin-4-yl)piperidin-3-yl)carbamate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 65℃; for 5h;	99.8%
With potassium carbonate In N,N-dimethyl-formamide at 65℃; for 5h;	99%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 3-(R)-aminopiperidine dihydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In tert-butyl methyl ether at 0 - 20℃; for 8h;	99%
With thionyl chloride In methanol at 30℃; for 10h;

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: C13H12ClN3O2

: C23H31N5O4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 65℃; Temperature;	98.2%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 1215279-81-4
(1aS,6aR)-3,5-dichloro-6,6a-di-hydro-1aH-1-oxa-cyclopropa[a]indene

: 1571103-69-9
tert-butyl (R)-1-((1R,2R)-4,6-dichloro-2-hydroxy-2,3-dihydro-1H-inden-1-yl)piperidin-3-ylcarbamate

Conditions

Conditions	Yield
In acetonitrile at 80℃; regioselective reaction;	98%
In acetonitrile at 70℃; for 15h;	330 mg

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 7-but-2-ynyl-8-iodo-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3,7-dihydro-purine-2,6-dione

: 1-[(4-methyl-quinazolin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(R)-3-(tert-butoxycarbonylamino)-piperidin-1-yl]-2,6-dioxo-2,3,6,7-tetrahydro-1H-purine

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In toluene at 60 - 65℃; Reagent/catalyst; Inert atmosphere;	97.8%
With lithium hexamethyldisilazane In toluene at 60 - 65℃; Reagent/catalyst; Inert atmosphere;	97.8%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 313339-92-3
3,5-dichloro-pyrazine-2-carbonitrile

: tert-butyl N-[(3R)-1-(6-chloro-5-cyanopyrazin-2-yl)piperidin-3-yl]carbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1.5h;	97%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1.5h;	93%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1.5h;	2.5 g

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 69045-84-7
2,3-dichloro-5-trifluoromethylpyridine

: (R)-tert-butyl (1-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)piperidin-3-yl)carbamate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 5h;	97%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: C18H13BrFN5O3

: C28H32FN7O5

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 2h;	96.1%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 501-53-1
benzyl chloroformate

: 485820-12-0
(R)-3-(tert-butoxycarbonylamino)piperidine-1-carboxylic acid benzyl ester

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 5℃; for 24h;	96%
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 4h; Saturated solution;
With triethylamine In tetrahydrofuran at 0 - 5℃; for 24h;

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 865758-96-9
2-((6-chloro-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)methyl)benzonitrile

: 1246610-74-1
2-[[6-[(3R)-3-tert-butoxycarbonylamino-1-piperidinyl]-3,4-dihydro-2,4-dioxo-3-methyl-1(2H)-pyrimidinyl]methyl]benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 6h; Product distribution / selectivity;	96%
With potassium carbonate at 80 - 90℃;	90%
With tetrabutylammomium bromide; potassium carbonate; sodium iodide In acetonitrile for 25h; Reflux;	89.3%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 1246610-77-4
6-amino-1-(2-cyanobenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione

: 1217656-59-1
(R)-piperidin-3-ylcarbamic acid tert-butyl ester hydrochloride

: 1246610-74-1
2-[[6-[(3R)-3-tert-butoxycarbonylamino-1-piperidinyl]-3,4-dihydro-2,4-dioxo-3-methyl-1(2H)-pyrimidinyl]methyl]benzonitrile

Conditions

Conditions	Yield
at 100℃; for 3h;	96%

...Expand

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 776-74-9
Bromodiphenylmethane

: (R)-tert-butyl (1-benzhydrylpiperidin-3-yl)carbamate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 60℃; for 14h;	96%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 853029-57-9
2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

: 1-[(4-methyl-quinazolin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(R)-3-(tert-butoxycarbonylamino)-piperidin-1-yl]-2,6-dioxo-2,3,6,7-tetrahydro-1H-purine

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide; acetonitrile at 84 - 86℃; for 20h;	95.3%
With potassium carbonate In dimethyl sulfoxide; acetonitrile at 20 - 86℃; for 20h; Temperature;	95.3%
With potassium carbonate; potassium iodide In dimethyl sulfoxide at 80 - 85℃; Reagent/catalyst;	91%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 666816-98-4
8-bromo-7-(but-2-yn-1-yl)-3-methyl-2,,6-dihydro-1H-purine-2,6-dione

: 109113-72-6
2-chloromethyl-4-methylquinazoline

: 1-[(4-methyl-quinazolin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(R)-3-(tert-butoxycarbonylamino)-piperidin-1-yl]-2,6-dioxo-2,3,6,7-tetrahydro-1H-purine

Conditions

Conditions	Yield
Stage #1: 8-bromo-7-(but-2-yn-1-yl)-3-methyl-3,7-dihydro-1H-purine-2,6-dione; 2-chloromethyl-4-methylquinazoline With potassium carbonate In 1-methyl-pyrrolidin-2-one; acetonitrile at 50℃; for 6h; Stage #2: (R)-piperidin-3-ylcarbamic acid tert-butyl ester In 1-methyl-pyrrolidin-2-one; acetonitrile at 60℃; for 8h; Solvent; Temperature;	95.1%
With sodium carbonate at 55 - 60℃; for 6h; Concentration; Reagent/catalyst;	91.8%
Stage #1: (R)-piperidin-3-ylcarbamic acid tert-butyl ester; 8-bromo-7-(but-2-yn-1-yl)-3-methyl-3,7-dihydro-1H-purine-2,6-dione With 1-methyl-pyrrolidin-2-one; potassium carbonate; potassium iodide for 10h; Stage #2: 2-chloromethyl-4-methylquinazoline for 12h; Time;	90%
Stage #1: 8-bromo-7-(but-2-yn-1-yl)-3-methyl-3,7-dihydro-1H-purine-2,6-dione; 2-chloromethyl-4-methylquinazoline With potassium carbonate; potassium iodide In 1-methyl-pyrrolidin-2-one at 40 - 50℃; Stage #2: (R)-piperidin-3-ylcarbamic acid tert-butyl ester Reagent/catalyst; Solvent; Temperature;	86.7%
Stage #1: 8-bromo-7-(but-2-yn-1-yl)-3-methyl-3,7-dihydro-1H-purine-2,6-dione; 2-chloromethyl-4-methylquinazoline With potassium carbonate; potassium iodide In 1-methyl-pyrrolidin-2-one at 40 - 50℃; Stage #2: (R)-piperidin-3-ylcarbamic acid tert-butyl ester In 1-methyl-pyrrolidin-2-one Reagent/catalyst; Solvent; Temperature;

...Expand

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 29976-53-2
N-ethoxycarbonyl-4-piperidone

: 1346006-05-0
C18H33N3O4

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane	95%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 7-but-2-ynyl-8-iodo-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3,7-dihydro-purine-2,6-dione

: Linagliptin

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 10h;	94.1%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 367-86-2
1-fluoro-2-nitro-4-trifluoromethyl-benzene

: (R)-tert-butyl 1-(2-nitro-4-(trifluoromethyl)phenyl)piperidin-3-ylcarbamate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran at 70℃; for 14h;	94%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 666816-98-4
8-bromo-7-(but-2-yn-1-yl)-3-methyl-2,,6-dihydro-1H-purine-2,6-dione

: 666816-91-7
3-methyl-7-(2-butyn-1-yl)-8-[(R)-3-(tert-butoxycarbonylamino)piperidin-1-yl]xanthine

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 114℃; for 6h;	94%
With potassium carbonate In dimethyl sulfoxide at 114℃; for 6h;	94%
With potassium carbonate In dimethyl sulfoxide at 114℃; for 6h;	94%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 1188914-98-8
1-[4-chloro-6-(4-morpholinyl)-1,3,5-triazin-2-yl]-2-(difluoromethyl)-4-methoxy-1H-benzimidazole

: 1188915-59-4
tert-butyl (R)-1-[4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-6-(4-morpholinyl)-1,3,5-triazin-2-yl]piperidin-3-ylcarbamate

Conditions

Conditions	Yield
	94%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;	94%

: 309956-78-3
(R)-piperidin-3-ylcarbamic acid tert-butyl ester

: 1188914-98-8
1-[4-chloro-6-(4-morpholinyl)-1,3,5-triazin-2-yl]-2-(difluoromethyl)-4-methoxy-1H-benzimidazole

: 1188915-61-8
tert-butyl (S)-1-[4-[2-(difluoromethyl)-4-methoxy-1H-benzimidazol-1-yl]-6-(4-morpholinyl)-1,3,5-triazin-2-yl]piperidin-3-ylcarbamate

Conditions

Conditions	Yield
at 20℃;	94%

(R)-3-(Boc-Amino)piperidine Specification

The (R)-3-(Boc-Amino)piperidine, with the CAS registry number 309956-78-3, has the systematic name tert-butyl (3R)-piperidin-3-ylcarbamate. Its molecular formula is C₁₀H₂₀N₂O₂and its molecular weight is 200.28.

Other characteristics of the (R)-3-(Boc-Amino)piperidine can be summarised as followings: (1)ACD/LogP: 1.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.71; (4)ACD/LogD (pH 7.4): -1.03; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 32.78 Å²; (13)Index of Refraction: 1.479; (14)Molar Refractivity: 55.44 cm³; (15)Molar Volume: 195.1 cm³; (16)Polarizability: 21.98×10^-24cm³; (17)Surface Tension: 35.7 dyne/cm; (18)Density: 1.02 g/cm³; (19)Flash Point: 138.2 °C; (20)Enthalpy of Vaporization: 54.52 kJ/mol; (21)Boiling Point: 304.8 °C at 760 mmHg; (22)Vapour Pressure: 0.000854 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: O=C(OC(C)(C)C)N[C@@H]1CCCNC1
2.InChI: InChI=1/C10H20N2O2/c1-10(2,3)14-9(13)12-8-5-4-6-11-7-8/h8,11H,4-7H2,1-3H3,(H,12,13)/t8-/m1/s1
3.InChIKey: WUOQXNWMYLFAHT-MRVPVSSYBU

Product Name

(R)-3-(Boc-Amino)piperidine

Synthetic route

(R)-3-(Boc-Amino)piperidine Specification

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