(2S,4S)-1-tert-butyl 2-methyl 4-chloropyrrolidine-1,2-dicarboxylate synthesis
- Product Name:(2S,4S)-1-tert-butyl 2-methyl 4-chloropyrrolidine-1,2-dicarboxylate
- CAS Number:169032-99-9
- Molecular formula:C11H18ClNO4
- Molecular Weight:263.72
497-19-8
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$14.00/1KG
74844-91-0
400 suppliers
$5.00/5g
169032-99-9
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$109.00/50mg
Yield:169032-99-9 347 g (89%)
Reaction Conditions:
with triphenylphosphine in tetrachloromethane;dichloromethane;
Steps:
1 1.1 (2S,4S)-4-chloro-pyrrolidine-1,2-dicarboxylic Acid 1-tert-butyl Ester 2-methyl Ester
1.1 (2S,4S)-4-chloro-pyrrolidine-1,2-dicarboxylic Acid 1-tert-butyl Ester 2-methyl Ester A solution of 374 g (1.48 mol) (2S,4R)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester in 1.6 l CH2Cl2 was treated with 680 g (2.6 mol) triphenylphosphine, cooled to 3-5° C. and treated in 10 min with 1.241 (12.8 mol) CCl4, after 2 h at this temperature cooling was stopped, the reaction raised during 2h to 35° C. It was cooled down to 20° C. and stirred for further 45 min. After addition of 41 of n-heptane, the reaction was evaporated to 2.9 l, cooled to 0° C., filtered, the residue was treated twice the same way, the third time by dissolving the residue again in 21 of CH2Cl2. The solvents were evaporated and filtered through silica gel with hexane/tert.-butyl-methylether 9:1 as eluent. Evaporation of the solvents gave 347 g (89%) of (2S,4S)-4-Chloro-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester, MS: 246 (MH+).
References:
US2002/55632,2002,A1
74844-91-0
400 suppliers
$5.00/5g
169032-99-9
41 suppliers
$109.00/50mg