Réaction #324438

ord-cbb165d4a0184d78b9db0915bcb7d501

Équation de réaction

CC(C)(C)OC(=O)N1CC[C@H](O)C1
(S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester
CCN(CC)CC
Et3N
CS(=O)(=O)Cl
methanesulfonyl chloride
CC(C)(C)OC(=O)N1CCC(OS(C)(=O)=O)C1
3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Extractionthe mixture extracted with CH2Cl2 (2×)
  2. 2
    AutreThe combined organics were dried

Mode opératoire

To (S)-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (2.0 g, 10.9 mmol) in CH2Cl2 (50 mL) at 0° C. was added Et3N (1.4 g, 1.9 mL, 13.4 mmol) and methanesulfonyl chloride (1.38 g, 0.94 mL, 12.1 mmol). After 1 h, brine was added and the mixture extracted with CH2Cl2 (2×). The combined organics were dried to give 3-methanesulfonyloxy-pyrrolidine-1-carboxylic acid tert-butyl ester that was used without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08642583B2uspto-grants-2014_02