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137496-71-0

137496-71-0 Structure

137496-71-0 Structure
IdentificationBack Directory
[Name]

(S)-1-BOC-2-METHYLPYRROLIDINE
[CAS]

137496-71-0
[Synonyms]

Zinc04203908
(S)-N-Boc-2-methylpyrrolidine
(S)-1-BOC-2-METHYLPYRROLIDINE
(S)-tert-Butyl 2-Methylpyrrolidine-1-carboxylate
Tert-butyl (2s)-2-methylpyrrolidine-1-carboxylate
(S)-2-Methyl-pyrrolidine-1-carboxylic acid tert-butyl ester
(S)-tert-Butyl 2-methylpyrrolidine-1-carboxylateStructural picture
1-Pyrrolidinecarboxylic acid, 2-Methyl-, 1,1-diMethylethyl ester, (2S)-
[Molecular Formula]

C10H19NO2
[MDL Number]

MFCD06858469
[MOL File]

137496-71-0.mol
[Molecular Weight]

185.26
Chemical PropertiesBack Directory
[Boiling point ]

234.0±9.0 °C(Predicted)
[density ]

0.962 g/mL at 25 °C
[refractive index ]

n20/D 1.444
[Fp ]

82 °C
[storage temp. ]

2-8°C
[pka]

-1.21±0.40(Predicted)
[Appearance]

Colorless to light yellow Liquid
[Optical Rotation]

Consistent with structure
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)Skull and Crossbones (GHS06)Environment (GHS09)
GHS05,GHS06,GHS09
[Signal word ]

Danger
[Hazard statements ]

H227-H301-H315-H318-H335-H410
[Precautionary statements ]

P261-P273-P280-P301+P310-P305+P351+P338
[Hazard Codes ]

T,N
[Risk Statements ]

25-37/38-41-50
[Safety Statements ]

26-39-45-61
[RIDADR ]

UN 2810 6.1/PG 3
[HazardClass ]

8, 6.1
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-1-BOC-2-METHYLPYRROLIDINE(137496-71-0)1HNMR
Hazard InformationBack Directory
[Synthesis]

tert-butyl (2R)-2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate

132482-10-1

(S)-1-BOC-2-METHYLPYRROLIDINE

137496-71-0

Tert-butyl 2R-methanesulfonyloxymethylpyrrolidine-1-carboxylate (1.6 g, 5.73 mmol) was used as a raw material, and lithium triethylborohydride (1 M solution in THF, 17 mL, 17 mmol) was slowly added to its solution in 10 mL of tetrahydrofuran at 0 °C. The reaction mixture was gradually warmed to room temperature and stirred continuously for 16 hours. After completion of the reaction, the reaction mixture was diluted with ethyl acetate and water and washed sequentially with 0.1 N HCl and saturated saline. The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated to give tert-butyl (S)-2-methylpyrrolidine-1-carboxylate as a colorless transparent oil (0.930 g, 88% yield). Its NMR hydrogen spectrum (400 MHz, CDCl3) data were as follows: δ 3.83 (m, 1H), 3.38 (m, 2H), 1.92 (m, 3H), 1.58 (m, 1H), 1.48 (s, 9H), 1.2 (d, J = 8 Hz, 3H).

[References]

[1] Patent: WO2006/19833, 2006, A1. Location in patent: Page/Page column 61
[2] Tetrahedron Letters, 1995, vol. 36, # 8, p. 1223 - 1226
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