HCID 69997310, compound → (2S,3S)-3-hydroxy-pyrrolidine-2-carboxylic acid cyclopropylamide

HRID 1359804Notes

Reaction equation

HRID 1359804 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][C@H:10]([OH:13])[C@H:9]1[C:14](=[O:19])[NH:15][CH:16]1[CH2:18][CH2:17]1)=O)(C)(C)C>C(O)(C(F)(F)F)=O.C(Cl)Cl>[CH:16]1([NH:15][C:14]([C@@H:9]2[C@@H:10]([OH:13])[CH2:11][CH2:12][NH:8]2)=[O:19])[CH2:18][CH2:17]1

Participants

4

Reactant 1

HCID 69997310HCID 69997310, compound

Product 1

HCID 69998139(2S,3S)-3-hydroxy-pyrrolidine-2-carboxylic acid cyclopropylamideYield 99.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of (2S,3S)-2-cyclopropylcarbamoyl-3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (5.6 g) in 30% of TFA in DCM (50 mL) was stirred at rt for 2 hours. The reaction was concentrated to give 3.5 g of (2S,3S)-3-hydroxy-pyrrolidine-2-carboxylic acid cyclopropylamide as a TFA salt.

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-8716aea6608b44878e8327663f1126dc
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

Loading…