tert-butyl (3R)-3-{[(benzyloxy)carbonyl]amino}piperidine-1-carboxylate
tert-butyl (3R)3-aminopiperidine-1-carboxylate
Conditions | Yield |
---|---|
Pd-C In methanol | 99% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; C13H18FeP2; hydrogen; sodium hydride In dichloromethane Large scale; | 95.2% |
(R)-tert-butyl 3-carbamoylpiperidine-1-carboxylate
tert-butyl (3R)3-aminopiperidine-1-carboxylate
Conditions | Yield |
---|---|
With sodium hypochlorite; sodium hydroxide In water at 15 - 25℃; for 16h; | 80% |
3-oxo-piperidine-1-carboxylic acid tert-butyl ester
tert-butyl (3R)3-aminopiperidine-1-carboxylate
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 |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
6-methylimidazo<2,1-b>thiazole-5-carboxylic acid
(R)-3-[(6-methyl-imidazo[2,1-b]thiazole-5-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester
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% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
3,5-dichloro-pyrazine-2-carbonitrile
tert-butyl (3R)-3-[(6-chloro-5-cyanopyrazin-2-yl)amino]piperidine-1-carboxylate
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% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
3-(4-chloro-5-nitropyrimidin-2-yl)-6-fluoroimidazo[1,2-a]pyridine
(R)-tert-butyl 3-(2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)-5-nitropyrimidin-4-ylamino)piperidine-1-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; | 100% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
2-chloroethyl isothiocyanate
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% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
4-methoxybenzoic acid
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% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
Conditions | Yield |
---|---|
With triethylamine In ethanol at 80℃; for 48h; | 100% |
With triethylamine In ethanol at 80℃; for 48h; | 100% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
2-bromothiazole-5-carbonitrile
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; |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
N-(2-methoxypyridin-3-yl)-5-nitro-4-thiocyanatopyrimidin-2-amine
(R)-tert-butyl 3-(2-(2-methoxypyridin-3-ylamino)-5-nitropyrimidin-4-ylamino)piperidine-1-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 50℃; | 100% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
2-[(6-chloro-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]-4-fluorobenzonitrile
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In acetonitrile for 20h; Reflux; | 99.2% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
3-(4,5-dichloropyrimidin-2-yl)-6-fluoroimidazo[1,2-a]pyridine
tert-butyl (3R)-3-{[5-chloro-2-(6-fluoroimidazo[1,2-a]pyridin-3-yl)pyrimidin-4-yl]amino}piperidine-1-carboxylate
Conditions | Yield |
---|---|
In ethanol for 18h; Reflux; | 99% |
In ethanol for 18h; Reflux; | 99% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
3-(R)-aminopiperidine dihydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 2h; Large scale; | 99% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
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% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
ethyl 2-methyl-5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate
Conditions | Yield |
---|---|
With potassium fluoride at 100℃; for 2h; | 99% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 135℃; for 1h; Sealed tube; | 99% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; for 24h; | 98.1% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
Conditions | Yield |
---|---|
With hydrogenchloride In isopropyl alcohol | 98% |
With acetyl chloride In ethanol at 0 - 20℃; |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol at 110℃; for 12h; | 98% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
acryloyl chloride
Conditions | Yield |
---|---|
With triethylamine at 25℃; for 2h; | 97.3% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
methanol
1,1'-carbonyldiimidazole
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% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
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% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol at 20℃; for 24h; | 96% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
5,7-dichloro-3-iso-propyl-pyrazolo[1,5-a]pyrimidine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol at 85℃; | 96% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
Conditions | Yield |
---|---|
With triethylamine In ethanol for 64h; Reflux; | 95% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
1H-pyrazole-1-carboximidamide hydrochloride
tert-butyl (3R)-3-{[(Z)-amino(imino)methyl]amino}piperidine-1-carboxylate hydrochloride
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 60℃; for 6h; | 94% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
1H-pyrazole-1-carboximidamide hydrochloride
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 70℃; for 18h; | 94% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
5-bromo-2-(tetrahydro-2H-pyran-2-yl)-2H-indazole
2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl
A
(R)-tert-butyl 3-(phenylamino)piperidine-1-carboxylate
B
(3R)-tert-butyl 3-(2-(tetrahydro-2H-pyran-2-yl)-2H-indazol-5-ylamino)piperidine-1-carboxylate
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% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
7-chloro-1-methyl-1H-pyrrolo[2,3-c]pyridine
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% |
tert-butyl (3R)3-aminopiperidine-1-carboxylate
4-bromo-2-nitrobenzoic acid
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% |
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
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