Trifluoroacetic acid → HCID 178468195, compound

HRID 893164Notes

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

Reactant 3

HCID 6422Trifluoroacetic acid

HCID 7519Anisole

HCID 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

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

Sources & evidence

ORD record: ord-d264d51d247740b882b9b3872bf229ab
Source dataset: uspto-grants-1992_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05122604

Reaction notes

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