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ChemicalBook--->CAS DataBase List--->114636-37-2

114636-37-2

114636-37-2 Structure

114636-37-2 Structure
IdentificationBack Directory
[Name]

(S)-1-BOC-3-ACETAMIDOPYRROLIDINE
[CAS]

114636-37-2
[Synonyms]

(S)-N-Boc-3-acetamidopyrrolidine
(S)-1-BOC-3-ACETYLAMINO PYRROLIDINE
(S)-(-)-1-BOC-3-ACETAMIDOPYRROLIDINE
(S)-N-Boc-3-acetamidopyrrolidine,99%e.e.
(S)-tert-Butyl 3-acetaMidopyrrolidine-1-carboxylate
tert-Butyl (S)-3-acetamidopyrrolidine-1-carboxylate
tert-butyl (3s)-3-acetamidopyrrolidine-1-carboxylate
TERT-BUTYL (3S)-3-(ACETYLAMINO)-1-PYRROLIDINECARBOXYLATE
1-Pyrrolidinecarboxylic acid, 3-(acetylamino)-, 1,1-dimethylethyl ester, (3S)-
[Molecular Formula]

C11H20N2O3
[MDL Number]

MFCD08704350
[MOL File]

114636-37-2.mol
[Molecular Weight]

228.288
Chemical PropertiesBack Directory
[Melting point ]

86-90 °C
[Boiling point ]

381.3±31.0 °C(Predicted)
[density ]

1.10±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

solid
[pka]

15.83±0.20(Predicted)
[Optical Rotation]

[α]20/D -18°, c = 3.5 in methanol
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

22-36/37/38
[Safety Statements ]

26
[WGK Germany ]

2
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-1-BOC-3-ACETAMIDOPYRROLIDINE(114636-37-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

Acetic anhydride

108-24-7

(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine

147081-44-5

(S)-1-BOC-3-ACETAMIDOPYRROLIDINE

114636-37-2

Step 1: (S)-1-Boc-3-aminopyrrolidine (930 mg, 5 mmol) was dissolved in anhydrous dichloromethane (50 mL) and cooled to 0 °C. Subsequently, triethylamine (1.4 mL, 10 mmol) and acetic anhydride (567 μL, 6 mmol) were added sequentially. The reaction mixture was slowly warmed to room temperature and stirred overnight. Upon completion of the reaction, the reaction was quenched by the addition of water (20 mL) and the organic layer was separated. The aqueous layer was extracted twice with dichloromethane (10 mL × 2). The combined organic layers were washed with brine (30 mL), dried over anhydrous sodium sulfate and concentrated. The crude product was purified by silica gel column chromatography to afford the target product S-1-Boc-3-N-acetylpyrrolidine (0.69 g, 60% yield).1H NMR (CDCl3, 400 MHz): δ 6.36-6.06 (br s, 1H), 4.45-4.36 (m, 1H), 3.68-3.48 (m, 1H), 3.43- 3.30 (m, 2H), 3.24-3.08 (m, 1H), 2.14-2.04 (m, 1H), 1.95 (s, 3H), 1.90-1.73 (m, 1H), 1.42 (s, 9H).

[References]

[1] Patent: WO2011/160020, 2011, A2. Location in patent: Page/Page column 68
[2] Patent: WO2006/64336, 2006, A2. Location in patent: Page/Page column 33
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