L-Alanine → HCID 10455451, compound

HRID 2392960Notes

Reaction equation

[C:1]([S:4][CH2:5][CH:6]([CH:10]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[CH3:11])[C:7]([OH:9])=O)(=[O:3])[CH3:2].[NH2:19][C@H:20]([C:22]([OH:24])=[O:23])[CH3:21]>>[CH2:10]([O:23][C:22](=[O:24])[C@H:20]([CH3:21])[NH:19][C:7](=[O:9])[CH:6]([CH2:5][S:4][C:1](=[O:3])[CH3:2])[CH:10]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[CH3:11])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

Reactant 2

HCID 5950L-Alanine

HCID 10423257HCID 10423257, compound

Product 1

HCID 10455451HCID 10455451, compoundYield 73%

Procedure

Working as in Example 60, but starting with 2-acetylthiomethyl-3-(4-fluorophenyl)butanoic acid and benzyl esters of alanine, the title compound is obtained in a yield of 73% as an oil having the characteristics: Rf =0.23 [cyclohexane/ethyl acetate (7:3 by volume)].

Sources & evidence

ORD record: ord-5445c48ab22346c18a9060b48ec46c98
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05801274

Reaction notes

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