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221874-51-7

221874-51-7 Structure

221874-51-7 Structure
IdentificationBack Directory
[Name]

Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI)
[CAS]

221874-51-7
[Synonyms]

(R)-3-(Boc-aMino)-2-piperidone
-tert-Butyl (2-oxopiperidin-3-yl)
(R)-3-(Boc-aMino)-2-oxopiperidine
(3R)-2-Oxo-3-(Boc-amino)piperidine
TERT-BUTYL (R)-2-OXOPIPERIDIN-3-YLCABAMATE
tert-Butyl (R)-2-oxopiperidin-3-ylcarbamate
(R)-tert-butyl 2-oxopiperidin-3-ylcarbamate
tert-butyl N-[(3R)-2-oxo-3-piperidyl]carbamate
tert-butyl N-[(3R)-2-oxopiperidin-3-yl]carbamate
N-[(3R)-2-Oxo-3-piperidinyl]carbamic acid 1,1-dimethylethyl ester
Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester
CarbaMic acid,N-[(3R)-2-oxo-3-piperidinyl]-, 1,1-diMethylethyl ester
Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI)
[Molecular Formula]

C10H18N2O3
[MDL Number]

MFCD09831897
[MOL File]

221874-51-7.mol
[Molecular Weight]

214.26
Chemical PropertiesBack Directory
[Boiling point ]

405.6±34.0 °C(Predicted)
[density ]

1.11±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

11.05±0.20(Predicted)
[Appearance]

White to off-white Solid
Spectrum DetailBack Directory
[Spectrum Detail]

Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI)(221874-51-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

Di-tert-butyl dicarbonate

24424-99-5

(R)-3-AMINOPIPERIDINE-2-ONE

88763-76-2

Carbamic acid, [(3R)-2-oxo-3-piperidinyl]-, 1,1-dimethylethyl ester (9CI)

221874-51-7

General procedure for the synthesis of (R)-tert-butyl(2-oxopiperidin-3-yl)carbamic acid from di-tert-butyl dicarbonate and (R)-3-aminopiperidin-2-one: (R)-3-aminopiperidin-2-one (1.00 g, 8.76 mmol) was dissolved in dichloromethane (15 mL), triethylamine (1.28 mL, 9.2 mmol) and di-tert-butyl dicarbonate were added. butyl dicarbonate (2.01 g, 9.2 mmol). The reaction mixture was stirred at room temperature for 12 hours and then concentrated under vacuum. The crude product was diluted with ether (50 mL) and filtered through a diatomaceous earth pad. The filtrate was evaporated to dryness and purified by silica gel column chromatography (50 g of silica gel, 100% ethyl acetate) to give 1.65 g of colorless foamy (R)-tert-butyl(2-oxopiperidin-3-yl)carbamic acid in 88% yield.

[References]

[1] Patent: JP5667692, 2015, B2. Location in patent: Paragraph 0199-0201
[2] Tetrahedron Letters, 1999, vol. 40, # 5, p. 935 - 938
[3] Tetrahedron, 1999, vol. 55, # 18, p. 5793 - 5808
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