(R)-1-Boc-3-aminopiperidine supplier

Name
(R)-1-Boc-3-Aminopiperidine
EINECS 628-472-9
CAS No. 188111-79-7
Article Data5
CAS DataBase
Density 1.041g/cm3
Solubility Immiscible with water.
Melting Point
Formula C₁₀H₂₀N₂O₂
Boiling Point 277.3 °C at 760 mmHg
Molecular Weight 200.281
Flash Point 121.5 °C
Transport Information UN 2735
Appearance
Safety 26
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms (R)-1-BOC-3-Aminopiperidine;(R)-3-Amino-1-N-BOC-piperidine;(R)-1-Boc-3-aminopiperidine;(R)-(-)-3-Amino-1-Boc-piperidine;tert-butyl (3R)3-aminopiperidine-1-carboxylate;(R)-3-aminopiperidine-1-carboxylic acid tert-butyl ester;(R)-(-)-1-Boc-3-aminopiperidine;(R)-tert-Butyl 3-aminopiperidine-1-carboxylate;(R)-tert-butyl 3-aminopiperidine-1-carboxylate;
PSA 55.56000
LogP 1.98280

Synthetic route

: 320580-76-5
tert-butyl (3R)-3-{[(benzyloxy)carbonyl]amino}piperidine-1-carboxylate

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

Conditions

Conditions	Yield
Pd-C In methanol	99%

: C10H18N2O2

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; C13H18FeP2; hydrogen; sodium hydride In dichloromethane Large scale;	95.2%

: 915226-43-6
(R)-tert-butyl 3-carbamoylpiperidine-1-carboxylate

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium hypochlorite; sodium hydroxide In water at 15 - 25℃; for 16h;	80%

: 98977-36-7
3-oxo-piperidine-1-carboxylic acid tert-butyl ester

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

Conditions

Conditions	Yield
With pyridoxal 5'-phosphate; immobilized Codex® amine ω-transaminase; isopropylamine In dimethyl sulfoxide at 50℃; pH=7.5; Temperature; Enzymatic reaction; enantioselective reaction;	70%
Multi-step reaction with 2 steps 1: ammonium acetate / ethanol / 7 h / Reflux; Large scale 2: bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; sodium hydride; C13H18FeP2; hydrogen / dichloromethane / Large scale View Scheme

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 77628-51-4
6-methylimidazo<2,1-b>thiazole-5-carboxylic acid

: 1030389-10-6
(R)-3-[(6-methyl-imidazo[2,1-b]thiazole-5-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 20h;	100%
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 20h;	100%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

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

: 1207852-79-6
tert-butyl (3R)-3-[(6-chloro-5-cyanopyrazin-2-yl)amino]piperidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;	100%
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 20 - 50℃;	60%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 1313279-53-6
3-(4-chloro-5-nitropyrimidin-2-yl)-6-fluoroimidazo[1,2-a]pyridine

: 1313279-69-4
(R)-tert-butyl 3-(2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-5-nitropyrimidin-4-ylamino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;	100%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 1943-83-5
2-chloroethyl isothiocyanate

: tert-butyl (3R)-3-{[(2-chloroethyl)carbamoyl]amino}piperidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 4.41667h;	100%
With triethylamine In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran at 20℃; for 4h;	81.5%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 100-09-4
4-methoxybenzoic acid

: (R)-tert-butyl 3-(4-methoxybenzamido)piperidine-1-carboxylate

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In 1,4-dioxane; N,N-dimethyl-formamide at 20℃; for 3h;	100%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 3-(4,6-dichloro-5-fluoropyrimidin-2-yl)pyrazolo[1,5-a]pyridine

: tert-butyl (3R)-3-[(6-chloro-5-fluoro-2-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-4-yl)amino]piperidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In ethanol at 80℃; for 48h;	100%
With triethylamine In ethanol at 80℃; for 48h;	100%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 440100-94-7
2-bromothiazole-5-carbonitrile

: C14H20N4O2S

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 80℃; for 6h;	100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 80℃; for 6h;

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 1414805-24-5
N-(2-methoxypyridin-3-yl)-5-nitro-4-thiocyanatopyrimidin-2-amine

: 1415151-88-0
(R)-tert-butyl 3-(2-(2-methoxypyridin-3-ylamino)-5-nitropyrimidin-4-ylamino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 50℃;	100%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 865759-24-6
2-[(6-chloro-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]-4-fluorobenzonitrile

: C23H28FN5O4

Conditions

Conditions	Yield
With sodium hydrogencarbonate In acetonitrile for 20h; Reflux;	99.2%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 1313006-75-5
3-(4,5-dichloropyrimidin-2-yl)-6-fluoroimidazo[1,2-a]pyridine

: 1313006-78-8
tert-butyl (3R)-3-{[5-chloro-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)pyrimidin-4-yl]amino}piperidine-1-carboxylate

Conditions

Conditions	Yield
In ethanol for 18h; Reflux;	99%
In ethanol for 18h; Reflux;	99%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 943528-10-7
3-(R)-aminopiperidine dihydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In ethanol for 2h; Large scale;	99%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 9-chloro-6-ethoxy-7-methoxy-1H,2H,3H-cyclopenta[b]quinoline

: tert-butyl (3R)-3-({6-ethoxy-7-methoxy-1H,2H,3H-cyclopenta[b]quinolin-9-yl}amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2′,4′,6′-tri-1-propyl-1,1′-biphenyl][2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate In 1,4-dioxane at 110℃; for 2h; Buchwald-Hartwig Coupling;	99%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 1431654-56-6
ethyl 2-methyl-5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate

: ethyl (R)-5-((1-(tert-butoxycarbonyl)piperidin-3-yl)amino)-2-methylpyrazolo[1,5-a]pyrimidine-3-carboxylate

Conditions

Conditions	Yield
With potassium fluoride at 100℃; for 2h;	99%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 144927-57-1
ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate

: C19H27N5O4

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 135℃; for 1h; Sealed tube;	99%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: (4,6-dichloropyrimidin-5-yl)(4-phenoxyphenyl)methanone

: (R)-tert-butyl 3-((6-chloro-5-(4-phenoxybenzoyl)pyrimidin-4-yl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; for 24h;	98.1%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 3-(R)-aminopiperidine dihydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In isopropyl alcohol	98%
With acetyl chloride In ethanol at 0 - 20℃;

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 90213-66-4
2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine

: tert-butyl (R)-3-((2-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol at 110℃; for 12h;	98%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 814-68-6
acryloyl chloride

: tert-butyl (3R)-3-(prop-2-Enoylamino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine at 25℃; for 2h;	97.3%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 67-56-1
methanol

: 530-62-1
1,1'-carbonyldiimidazole

: (R)-tert-butyl 3-((methoxycarbonyl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
Stage #1: methanol; 1,1'-carbonyldiimidazole With triethylamine In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: tert-butyl (3R)3-aminopiperidine-1-carboxylate In tetrahydrofuran at 75℃; for 12h;	97%

...Expand

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 9-chloro-6,7-bis(2H3)methoxy-1H,2H,3H-cyclopenta[b]quinoline

: tert-butyl (3R)-3-{[6,7-bis(2H3)methoxy-1H,2H,3H-cyclopenta[b]quinolin-9-yl]amino}piperidine-1-carboxylate

Conditions

Conditions	Yield
With chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2′,4′,6′-tri-1-propyl-1,1′-biphenyl][2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate In 1,4-dioxane at 100℃; for 1h; Buchwald-Hartwig Coupling; Sealed tube;	97%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: (4,6-dichloropyrimidin-5-yl)(4-ethoxyphenyl)methanone

: (R)-tert-butyl 3-((6-chloro-5-(4-ethoxybenzoyl)pyrimidin-4-yl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; for 24h;	96%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 771510-32-8
5,7-dichloro-3-iso-propyl-pyrazolo[1,5-a]pyrimidine

: (R)-3-((5-chloro-3-isopropylpyrazolo[1,5-a]pyrimidin-7-yl)amino)piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethanol at 85℃;	96%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 3-(4,6-dichloropyrimidin-2-yl)pyrazolo[1,5-a]pyridine

: tert-butyl (3R)-3-[(6-chloro-2-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-4-yl)amino]piperidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In ethanol for 64h; Reflux;	95%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 4023-02-3
1H-pyrazole-1-carboximidamide hydrochloride

: 885049-13-8
tert-butyl (3R)-3-{[(Z)-amino(imino)methyl]amino}piperidine-1-carboxylate hydrochloride

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃; for 6h;	94%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 4023-02-3
1H-pyrazole-1-carboximidamide hydrochloride

: tert-butyl (3R)-3-{[amino(imino)methyl]amino}piperidine-1-carboxylate hydrochloride

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 70℃; for 18h;	94%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 1178903-21-3
5-bromo-2-(tetrahydro-2H-pyran-2-yl)-2H-indazole

: 76144-87-1, 76189-55-4, 76189-56-5, 136655-44-2, 98327-87-8
2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl

A: 1178903-50-8
(R)-tert-butyl 3-(phenylamino)piperidine-1-carboxylate

B: 1178903-52-0
(3R)-tert-butyl 3-(2-(tetrahydro-2H-pyran-2-yl)-2H-indazol-5-ylamino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In tetrahydrofuran at 55℃; for 18h; Buchwald coupling; Inert atmosphere;	A n/a B 94%

...Expand

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 875340-57-1
7-chloro-1-methyl-1H-pyrrolo[2,3-c]pyridine

: (R)-tert-butyl 3-((1-methyl-1H-pyrrolo[2,3-c]pyridin-7-yl)amino)piperidine-1-carboxylate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; sodium t-butanolate In toluene at 105℃; for 3h; Inert atmosphere;	94%

: 188111-79-7
tert-butyl (3R)3-aminopiperidine-1-carboxylate

: 99277-71-1
4-bromo-2-nitrobenzoic acid

: (R)-tert-butyl 3-(4-bromo-2-nitrobenzamido)piperidine-1-carboxylate

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 10 - 35℃; for 4h;	94%

(R)-1-Boc-3-aminopiperidine Specification

The (R)-1-Boc-3-aminopiperidine, with the CAS registry number 188111-79-7, is also known as (R)-3-Amino-1-N-Boc-piperidine. It belongs to the product categories of Aminoacid; Pharmacetical; Piperidine; Piperidine Series; Piperidines; Chiral Chemicals. This chemical's molecular formula is C₁₀H₂₀N₂O₂ and molecular weight is 200.278. Its IUPAC name is called tert-butyl (3R)-3-aminopiperidine-1-carboxylate.

Physical properties of (R)-1-Boc-3-aminopiperidine: (1)ACD/LogP: 0.71; (2)ACD/LogD (pH 5.5): -2.35; (3)ACD/LogD (pH 7.4): -1.53; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 4; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.483; (12)Molar Refractivity: 54.99 cm³; (13)Molar Volume: 192.2 cm³; (14)Surface Tension: 37.8 dyne/cm; (15)Density: 1.041 g/cm³; (16)Flash Point: 121.5 °C; (17)Enthalpy of Vaporization: 51.59 kJ/mol; (18)Boiling Point: 277.3 °C at 760 mmHg; (19)Vapour Pressure: 0.00456 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful if swallowed. In addition, it is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C)(C)OC(=O)N1CCCC(C1)N
(2)Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@H](C1)N
(3)InChI: InChI=1S/C10H20N2O2/c1-10(2,3)14-9(13)12-6-4-5-8(11)7-12/h8H,4-7,11H2,1-3H3/t8-/m1/s1
(4)InChIKey: AKQXKEBCONUWCL-MRVPVSSYSA-N

Product Name

(R)-1-Boc-3-Aminopiperidine

Synthetic route

(R)-1-Boc-3-aminopiperidine Specification

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