Product Name

  • Name

    (S)-3-N-Boc-aminopiperidine

  • EINECS 626-980-5
  • CAS No. 216854-23-8
  • Article Data3
  • CAS DataBase
  • Density 1.02 g/cm3
  • Solubility
  • Melting Point 122-127 °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
  • Risk Codes 37/38-41
  • Molecular Structure Molecular Structure of 216854-23-8 ((S)-3-N-Boc-aminopiperidine)
  • Hazard Symbols IrritantXi
  • Synonyms Carbamicacid, (3S)-3-piperidinyl-, 1,1-dimethylethyl ester (9CI);(S)-(-)-3-(tert-Butoxycarbonylamino)piperidine;(S)-3-tert-Butoxycarbonylaminopiperidine;(S)-tert-ButylN-[piperidin-3-yl]carbamate;tert-Butyl ((3S)-piperidin-3-yl)carbamate;
  • PSA 50.36000
  • LogP 1.98280

Synthetic route

3(S)-<(butoxycarbonyl)amino>-2-oxopiperidine
92235-39-7

3(S)-<(butoxycarbonyl)amino>-2-oxopiperidine

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran at 0 - 25℃; for 6.75h;30%
(S)-2-(tert-butoxycarbonylamino)pentane-1,5-diyl dimethanesulfonate
607376-86-3

(S)-2-(tert-butoxycarbonylamino)pentane-1,5-diyl dimethanesulfonate

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

Conditions
ConditionsYield
With ammonium hydroxide In acetonitrile for 48h; Ambient temperature; Yield given;
L-glutamic acid
56-86-0

L-glutamic acid

2-benzyloxycarbonylaminomethyl-4-benzyliden-Δ2-oxazolinone-(5)

2-benzyloxycarbonylaminomethyl-4-benzyliden-Δ2-oxazolinone-(5)

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: H2SO4 / 2 h / Heating
2: Et3N / dioxane; H2O / 2 h / 0 °C
3: NaBH4, CaCl2 / ethanol / 2 h / 0 °C
4: Et3N / CH2Cl2 / 1 h / -10 - 0 °C
5: aq. NH4OH / acetonitrile / 48 h / Ambient temperature
View Scheme
L-glutamic acid dimethyl ester
6525-53-7, 16422-27-8, 40149-68-6

L-glutamic acid dimethyl ester

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: Et3N / dioxane; H2O / 2 h / 0 °C
2: NaBH4, CaCl2 / ethanol / 2 h / 0 °C
3: Et3N / CH2Cl2 / 1 h / -10 - 0 °C
4: aq. NH4OH / acetonitrile / 48 h / Ambient temperature
View Scheme
dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate
59279-60-6, 130622-05-8

dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NaBH4, CaCl2 / ethanol / 2 h / 0 °C
2: Et3N / CH2Cl2 / 1 h / -10 - 0 °C
3: aq. NH4OH / acetonitrile / 48 h / Ambient temperature
View Scheme
[(1S)-4-hydroxy-1-(hydroxymethyl)butyl]carbamic acid tert-butyl ester
162955-48-8

[(1S)-4-hydroxy-1-(hydroxymethyl)butyl]carbamic acid tert-butyl ester

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Et3N / CH2Cl2 / 1 h / -10 - 0 °C
2: aq. NH4OH / acetonitrile / 48 h / Ambient temperature
View Scheme
1-[4-chloro-6-(4-morpholinyl)-1,3,5-triazin-2-yl]-2-(difluoromethyl)-4-methoxy-1H-benzimidazole
1188914-98-8

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

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

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
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
ConditionsYield
at 20℃;100%
1-[5-(difluoromethyl)-6-fluoro-2-pyridyl]-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine
1527525-60-5

1-[5-(difluoromethyl)-6-fluoro-2-pyridyl]-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

tert-butyl N-[(3S)-1-[3-(difluoromethyl)-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3-piperidyl]carbamate
1527525-62-7

tert-butyl N-[(3S)-1-[3-(difluoromethyl)-6-[6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-3-piperidyl]carbamate

Conditions
ConditionsYield
With 4-methyl-morpholine In 1-methyl-pyrrolidin-2-one at 100℃; Sealed tube;100%
2-chloro-6,7-dimethoxyquinazolin-4-amine
23680-84-4

2-chloro-6,7-dimethoxyquinazolin-4-amine

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

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

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

Conditions
ConditionsYield
In i-Amyl alcohol at 130℃; under 760.051 Torr; for 0.833333h; Microwave irradiation;100%
1-[4-chloro-6-(4-morpholinyl)-1,3,5-triazin-2-yl]-2-(difluoromethyl)-4-methoxy-1H-benzimidazole
1188914-98-8

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

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

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
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
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;100%
phenylacetaldehyde
122-78-1

phenylacetaldehyde

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

(S)-tert-butyl 1-phenethylpiperidin-3-ylcarbamate
1361322-88-4

(S)-tert-butyl 1-phenethylpiperidin-3-ylcarbamate

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 4.25h;99%
benzyl chloroformate
501-53-1

benzyl chloroformate

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

benzyl (3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]piperidine-1-carboxylate
876379-22-5

benzyl (3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]piperidine-1-carboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;99%
With triethylamine In dichloromethane at 0℃; for 1h;95%
With triethylamine In ethyl acetate at 0℃; for 1h;95%
With triethylamine In dichloromethane at 0 - 20℃; Product distribution / selectivity;89%
With triethylamine In tetrahydrofuran at 20℃; for 0.5h;
Bromodiphenylmethane
776-74-9

Bromodiphenylmethane

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

(S)-tert-butyl (1-benzhydrylpiperidin-3-yl)carbamate

(S)-tert-butyl (1-benzhydrylpiperidin-3-yl)carbamate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 60℃; for 14h;94%
2-methylpropane-1-sulfonyl chloride
35432-36-1

2-methylpropane-1-sulfonyl chloride

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

[(S)-1-(2-methyl-propane-1-sulfonyl)-piperidin-3-yl]-carbamic acid tert-butyl ester
1270496-69-9

[(S)-1-(2-methyl-propane-1-sulfonyl)-piperidin-3-yl]-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;93%
7-chloro-6-nitrothieno[3,2-b]pyridine
110651-92-8

7-chloro-6-nitrothieno[3,2-b]pyridine

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

tert-butyl [(3S)-1-(6-nitrothieno[3,2-b]pyridin-7-yl)piperidin-3-yl]carbamate
1620011-13-3

tert-butyl [(3S)-1-(6-nitrothieno[3,2-b]pyridin-7-yl)piperidin-3-yl]carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 110℃; for 12h;93%
2-chloro-4-((2-isopropyl-6-(4-methoxyphenyl)pyridin-4-yl)amino)pyrimidine-5-carboxamide

2-chloro-4-((2-isopropyl-6-(4-methoxyphenyl)pyridin-4-yl)amino)pyrimidine-5-carboxamide

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

tert-butyl (S)-(1-(5-carbamoyl-4-((2-isopropyl-6-(4-methoxyphenyl)pyridin-4-yl)amino)pyrimidin-2-yl)piperidin-3-yl)carbamate

tert-butyl (S)-(1-(5-carbamoyl-4-((2-isopropyl-6-(4-methoxyphenyl)pyridin-4-yl)amino)pyrimidin-2-yl)piperidin-3-yl)carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 90℃; for 1h;92%
4-chloro-9-(2-trimethylsilanyl-ethoxymethyl)-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrile
1200130-66-0

4-chloro-9-(2-trimethylsilanyl-ethoxymethyl)-9H-dipyrido[2,3-b;4',3'-d]pyrrole-6-carbonitrile

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

(S)-tert-butyl 1-(6-cyano-9-((2-(trimethylsilyl)ethoxy)methyl)-9H-dipyrido[2,3-b;4',3'-d]pyrrol-4-yl)piperidin-3-ylcarbamate
1312753-95-9

(S)-tert-butyl 1-(6-cyano-9-((2-(trimethylsilyl)ethoxy)methyl)-9H-dipyrido[2,3-b;4',3'-d]pyrrol-4-yl)piperidin-3-ylcarbamate

Conditions
ConditionsYield
In N,N-dimethyl acetamide at 100℃; for 2h;90%
di-tert-butyl (6-bromo-2-pyridinyl)imidodicarbonate
870703-61-0

di-tert-butyl (6-bromo-2-pyridinyl)imidodicarbonate

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

(S)-tert-butyl 6-(3-aminopiperidin-1-yl)pyridin-2-ylcarbamate hydrochloride

(S)-tert-butyl 6-(3-aminopiperidin-1-yl)pyridin-2-ylcarbamate hydrochloride

Conditions
ConditionsYield
Stage #1: di-tert-butyl (6-bromo-2-pyridinyl)imidodicarbonate; tert-butyl (S)-piperidin-3-yl-carbamate With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 95℃; for 7h; Inert atmosphere;
Stage #2: With hydrogenchloride In 1,4-dioxane at 20℃; for 7h;
90%
formaldehyd
50-00-0

formaldehyd

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

(S)-tert-butyl (1-methylpiperidin-3-yl)carbamate
902152-77-6

(S)-tert-butyl (1-methylpiperidin-3-yl)carbamate

Conditions
ConditionsYield
With formic acid In 2-methyltetrahydrofuran; water at 80℃; for 0.75h;90%
3-(6-fluoropyridin-2-yl)-1-methyl-5-(pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridine

3-(6-fluoropyridin-2-yl)-1-methyl-5-(pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridine

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

(S)-tert-butyl 1-(6-(1-methyl-5-(pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridin-3-yl)pyridin-2-yl)piperidin-3-ylcarbamate

(S)-tert-butyl 1-(6-(1-methyl-5-(pyridin-3-yl)-1H-pyrazolo[3,4-c]pyridin-3-yl)pyridin-2-yl)piperidin-3-ylcarbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol at 100℃; for 15h;90%
5-iodo-6-nitro-1,2,3,4-tetrahydro-1,8-naphthyridine
1620012-10-3

5-iodo-6-nitro-1,2,3,4-tetrahydro-1,8-naphthyridine

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

tert-butyl [(3S)-1-(3-nitro-5,6,7,8-tetrahydro-1,8-naphthyridin-4-yl)piperidin-3-yl]carbamate
1620012-11-4

tert-butyl [(3S)-1-(3-nitro-5,6,7,8-tetrahydro-1,8-naphthyridin-4-yl)piperidin-3-yl]carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 140℃; for 14h;89%
5-(4-chlorophenyl)-2-furoic acid
41019-45-8

5-(4-chlorophenyl)-2-furoic acid

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

tert-butyl N-[(3S)-1-[5-(4-chlorophenyl)furan-2-carbonyl]piperidin-3-yl]carbamate

tert-butyl N-[(3S)-1-[5-(4-chlorophenyl)furan-2-carbonyl]piperidin-3-yl]carbamate

Conditions
ConditionsYield
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 1h;89%
2-chloro-4-((2,6-diisopropylpyridin-4-yl)amino)pyrimidine-5-carboxamide

2-chloro-4-((2,6-diisopropylpyridin-4-yl)amino)pyrimidine-5-carboxamide

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

tert-butyl (S)-(1-(5-carbamoyl-4-((2,6-diisopropylpyridin-4-yl)amino)pyrimidin-2-yl)piperidine -3-yl)carbamate

tert-butyl (S)-(1-(5-carbamoyl-4-((2,6-diisopropylpyridin-4-yl)amino)pyrimidin-2-yl)piperidine -3-yl)carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 90℃; for 0.5h;88%
With N-ethyl-N,N-diisopropylamine In 1,4-dioxane at 90℃; for 0.5h;88%
4-(3-bromoimidazo[1,2-a]pyridin-6-yl)benzoic acid

4-(3-bromoimidazo[1,2-a]pyridin-6-yl)benzoic acid

tert-butyl (S)-piperidin-3-yl-carbamate
216854-23-8

tert-butyl (S)-piperidin-3-yl-carbamate

(S)-tert-butyl (1-(4-(3-bromoimidazo[1,2-a]pyridin-6-yl)benzoyl)piperidin-4-yl)carbamate

(S)-tert-butyl (1-(4-(3-bromoimidazo[1,2-a]pyridin-6-yl)benzoyl)piperidin-4-yl)carbamate

Conditions
ConditionsYield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 40℃; for 8h;88%

(S)-3-N-Boc-aminopiperidine Chemical Properties

IUPAC Name: tert-butyl N-[(3S)-piperidin-3-yl]carbamate
Synonyms: (S)-TERT-BUTYL-PIPERIDIN-3-YLCARBAMATE;Carbamic acid, (3S)-3-piperidinyl-, 1,1-dimethylethyl ester (9CI);(S)-PIPERIDIN-3-YL-CARBAMIC ACID TERT-BUTYL ESTER;;(S)-3-N-BOC-AMINOPIPERIDINE;(S)-3-BOC-AMINOPIPERIDINE;CARBAMIC ACID, (3S)-3-PIPERIDINYL-, 1,1-DIMETHYLETHYL ESTER;(S)-(-)-3-TERT-BUTOXYCARBONYLAMINOPIPERIDINE;(S)-3-(TERT-BUTOXYCARBONYLAMINO)PIPERIDINE
The Molecular formula of (S)-3-N-Boc-aminopiperidine(216854-23-8): C10H20N2O2
The Molecular Weight of (S)-3-N-Boc-aminopiperidine(216854-23-8): 200.28
Molecular Structure : 
Melting point: 122-127°C
alpha: -3 o (c=1, DMF)

(S)-3-N-Boc-aminopiperidine Safety Profile

The Hazard Codes of (S)-3-N-Boc-aminopiperidine(216854-23-8):  Xi
The Risk Statements information of (S)-3-N-Boc-aminopiperidine(216854-23-8):
41:  Risk of serious damage to eyes 
37/38:  Irritating to respiratory system and skin 
The Safety Statements information of (S)-3-N-Boc-aminopiperidine(216854-23-8):
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
39:  Wear eye/face protection 
WGK Germany: 3

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