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313706-15-9

313706-15-9 Structure

313706-15-9 Structure
IdentificationBack Directory
[Name]

(S)-1-Boc-pyrrolidine-3-carboxylic acid methyl ester
[CAS]

313706-15-9
[Synonyms]

(S)-Methyl 1-Boc-pyrrolid...
(R)-1-tert-butyl 3-methyl pyrrolidine-
(S)-1-Boc-pyrrolidine-1,3-dicarboxylate
(S)-Methyl 1-Boc-pyrrolidine-3-carboxylate
Methyl (S)-1-Boc-pyrrolidine-3-carboxylate
1-N-Boc-pyrrolidine-3-(S)-methylcarboxylate
(S)-1-BOC-PYRROLIDINE-3-CARBOXYLIC ACID METHYL ESTER
(S)-1-1-Boc-pyrrolidine-3-carboxylic acid methyl ester
(S)-1-tert-butyl 3-Methyl pyrrolidine-1,3-dicarboxylate
(R)-1-tert-butyl 3-methyl pyrrolidine-1,3-dicarboxylate
1-tert-butyl 3-methyl (3S)-pyrrolidine-1,3-dicarboxylate
1-(tert-butyl) 3-methyl (S)-pyrrolidine-1,3-dicarboxylate
Methyl (S)-1-(tert-butyloxycarbonyl)pyrrolidine-3-carboxylate
(S)-1-tert-Butoxycarbonyl-pyrrolidine-3-carboxylic acid methyl ester
1,3-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) 3-methyl ester, (3S)-
[Molecular Formula]

C11H19NO4
[MDL Number]

MFCD09838822
[MOL File]

313706-15-9.mol
[Molecular Weight]

229.27
Chemical PropertiesBack Directory
[Boiling point ]

288.6±33.0 °C(Predicted)
[density ]

1.120±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

-2.65±0.40(Predicted)
[Appearance]

Colorless to light yellow Liquid
[CAS DataBase Reference]

313706-15-9
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-1-Boc-pyrrolidine-3-carboxylic acid methyl ester(313706-15-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

(3S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid

140148-70-5

Iodomethane

74-88-4

(S)-1-Boc-pyrrolidine-3-carboxylic acid methyl ester

313706-15-9

To a solution of (S)-1-BOC-pyrrolidine-3-carboxylic acid (863 mg, 4.01 mmol) and K2CO3 (829 mg, 6.00 mmol) in anhydrous DMF (8 mL) was added iodomethane (300 μL, 4.82 mmol). The reaction mixture was stirred at room temperature for 4 hours. After completion of the reaction, water was added and extracted three times with ether (Et2O). The organic phases were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure. The residue was purified by fast column chromatography (eluent: n-hexane/ethyl acetate = 3:1) to afford the target product (S)-1-Boc-3-carboxypyrrolidinium methyl ester (916 mg, 100%) as a colorless oil. The product was confirmed by 1H NMR (400 MHz, CDCl3): δ 3.70 (3H, s), 3.65-3.28 (4H, m), 3.10-2.98 (1H, m), 2.18-2.05 (2H, m), 1.45 (9H, s). lRMS (ESI, [M + Na]+) showed the molecular ion peak as 252.1.

[References]

[1] Tetrahedron, 2012, vol. 68, # 23, p. 4418 - 4428
[2] Patent: WO2013/25733, 2013, A1. Location in patent: Paragraph 0769
[3] Patent: WO2016/112088, 2016, A1. Location in patent: Paragraph 0749
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