Trifluoroacetic acid → HCID 178468195, compound

HRID 2166270Notes

Reaction equation

HRID 2166270 reaction equation
COC1C=CC(C[O:8][C:9](=[S:31])[C@@H:10]2[CH2:14][C@H:13]([C:15](=[O:17])[CH3:16])[CH2:12][N:11]2[C:18]([O:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=2)=[O:19])=CC=1.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O>>[N+:28]([C:25]1[CH:24]=[CH:23][C:22]([CH2:21][O:20][C:18]([N:11]2[CH2:12][C@@H:13]([C:15](=[O:17])[CH3:16])[CH2:14][C@H:10]2[C:9]([OH:8])=[S:31])=[O:19])=[CH:27][CH:26]=1)([O-:30])=[O:29]

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 86744002cis-1-(p-nitrobenzyloxycarbonyl)-4-acetylthio-L-proline p-methoxybenzyl ester

Product 1

HCID 178468195HCID 178468195, compound

Procedure

9.76 g of cis-1-(p-nitrobenzyloxycarbonyl)-4-acetylthio-L-proline p-methoxybenzyl ester and 4.32 g of anisole were stirred together with 35 ml of trifluoroacetic acid at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to obtain cis-1-(p-nitrobenzyloxycarbonyl)-4-acetylthio-L-proline.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-c1f70b69777248a4842cc0a683c81d44
Source dataset
uspto-grants-1990_07
Patent number
US04943569

Reaction notes

Loading…