Trifluoroacetic acid → HCID 28943488, compound

HRID 1359854Notes

Reaction equation

HRID 1359854 reaction equation
C(OC([N:8]1[CH2:12][C@H:11]([OH:13])[CH2:10][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[CH2:10][C@@H:11]([OH:13])[CH2:12][NH:8]2)=[O:19])[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69996954HCID 69996954, compound

Product 1

HCID 28943488HCID 28943488, compoundYield 178%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of (2S,4R)-2-cyclopropylcarbamoyl-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (1.8 g, 6.6 mmol) and TFA (6 mL) in DCM (14 mL) was stirred at rt for 3 hours. The reaction was concentrated and dried to give 2 g of (2S,4R)4-hydroxy-pyrrolidine-2-carboxylic acid cyclopropylamide as a TFA salt.

Workup

  1. concentrationThe reaction was concentrated
  2. customdried

Sources & evidence

ORD record
ord-c54dc71bdae5428b8d93177640d369f7
Source dataset
uspto-grants-2003_07
Patent number
US06599902B2

Reaction notes

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