Trifluoroacetic acid → 3-N-Cbz-aminopyrrolidine

HRID 1970471Notes

Reaction equation

HRID 1970471 reaction equation
C(OC([N:8]1[CH2:12][CH2:11][CH:10]([NH:13][C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH2:17]([O:16][C:14](=[O:15])[NH:13][CH:10]1[CH2:11][CH2:12][NH:8][CH2:9]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 105436911-Boc-3-Cbz-Aminopyrrolidine

Product 1

HCID 112067813-N-Cbz-aminopyrrolidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3.21 g 3-Benzyloxycarbonylamino-pyrrolidine-1-carboxylic acid tert-butyl ester in 40 ml dichloromethane were added 11 ml TFA. After 16 h the solution was evaporated to give the crude hydrotrifluoroacetate. Yield: 3.20 g.

Workup

  1. customAfter 16 h the solution was evaporated
  2. customto give the crude hydrotrifluoroacetate

Sources & evidence

ORD record
ord-abc9764ef3b2457e9c7e8659fdd3d2de
Source dataset
uspto-grants-2013_04
Patent number
US08426420B2

Reaction notes

Loading…