(S)-1-tert-Butyl 3-methyl 3-(methylthio)pyrrolidine-1,3-dicarboxylate synthesis

8synthesis methods

Product Name:(S)-1-tert-Butyl 3-methyl 3-(methylthio)pyrrolidine-1,3-dicarboxylate
CAS Number:1093063-63-8
Molecular formula:C12H21NO4S
Molecular Weight:275.36

1093063-62-7 Synthesis

(S)-3-(Methylthio)pyrrolidine-3-carboxylic acid Methyl ester L-tartarate

1093063-62-7
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24424-99-5 Synthesis

24424-99-5
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(S)-1-tert-Butyl 3-methyl 3-(methylthio)pyrrolidine-1,3-dicarboxylate

1093063-63-8
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Yield:1093063-63-8 100%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20;

Steps:

6

Preparation of 3-Methvlsulfanvl-Dvrrolidine-1 ,3-dicarboxvlic acid 1-tert-butvl ester To a cold (O⁰C) solution of 12BP (28 g, 90.52 mmol) in dry CH₂CI₂ (250 mL) was added triethylamine (31.5 mL, 226.32 mmol, 2.5 equiv) followed by (BoC)₂O (25.7 g, 117.68 mmol, 1.3 equiv). The resulting mixture was stirred from O⁰C to rt for overnight then diluted with CH₂CI₂, which was washed with saturated aqueousNaHCO₃ solution and brine, dried (MgSO₄) and concentrated. Chromatograph on silica gel (hexanes/ethyl acetate, 4:1 ) gave 13BP (23.5 mg, 90.52 mmol, 100%) as a colorless oil.

References:

WO2009/105500,2009,A1 Location in patent:Page/Page column 246