L-Tryptophan → L-Tryptophan, N-((4-fluorophenyl)sulfonyl)-

HRID 378924Notes

Reaction equation

HRID 378924 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH2:12][C@@H:13]([CH2:17][C:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[NH:20][CH:19]=1)[C:14]([OH:16])=[O:15]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:12][C@@H:13]([CH2:17][C:18]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[NH:20][CH:19]=2)[C:14]([OH:16])=[O:15])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6305L-TryptophanHCID 95884-Fluorobenzenesulfonyl chloride

Product 1

HCID 1091373L-Tryptophan, N-((4-fluorophenyl)sulfonyl)-

Procedure

In a manner to Example 4 (a), 4-fluoro-benzenesulfonyl chloride was condensed with (S)-2-amino-3-(1H-Indol-3-yl)-propionic acid to give the title compound, mp=57-60° C.

Sources & evidence

ORD record
ord-8f83029d5bb041ad844c53b6606577e3
Source dataset
uspto-grants-2001_10
Patent number
US06297247B1

Reaction notes

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