Trifluoroacetic acid → Trifluoroacetate

HRID 2309057Notes

Reaction equation

HRID 2309057 reaction equation
C([O:5][C:6](=[O:36])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12](=[O:35])[CH:13]([CH2:30][S:31][C:32](=[O:34])[CH3:33])[CH2:14][CH2:15][CH2:16][NH:17]C(OCC1C=CC(OC)=CC=1)=O)(C)(C)C.[F:37][C:38]([F:43])([F:42])[C:39]([OH:41])=[O:40]>C1(OC)C=CC=CC=1>[C:32]([S:31][CH2:30][CH:13]([CH2:14][CH2:15][CH2:16][NH2:17])[C:12]([N:8]1[CH2:9][CH2:10][CH2:11][C@H:7]1[C:6]([OH:36])=[O:5])=[O:35])(=[O:34])[CH3:33].[F:37][C:38]([F:43])([F:42])[C:39]([O-:41])=[O:40]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 228053291-[2-Acetylthiomethyl-5-(p-methoxybenzyloxycarbonylamino)pentanoyl]-L-proline tert-butyl ester

Product 2

HCID 84468TrifluoroacetateHCID 14181479HCID 14181479, compound

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Procedure

N-[2-Acetylthiomethyl-5-(p-methoxybenzyloxycarbonylamino)pentanoyl]-L-proline tert-butyl ester (2 g.) is dissolved in a mixture of trifluoroacetic acid (15 ml.) and anisole (6 ml.). The solution is stored at room temperature for one hour, the solvents are removed in vacuo and the residue is precipitated from ethyl acetate-ether to yield N-(2-acetylthiomethyl-5-aminopentanoyl)-L-proline, trifluoroacetate.

Workup

  1. customthe solvents are removed in vacuo
  2. customthe residue is precipitated from ethyl acetate-ether

Sources & evidence

ORD record
ord-622a3f76b8ae4cdc8b3559985cc2c3f6
Source dataset
uspto-grants-1987_09
Patent number
US04692458

Reaction notes

Loading…