D-Tryptophan → N-(2-Chlorobenzoyl)-D-tryptophan

HRID 1974342Notes

Reaction equation

HRID 1974342 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[NH2:11][C@@H:12]([C:23]([OH:25])=[O:24])[CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1>>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([NH:11][C@@H:12]([C:23]([OH:25])=[O:24])[CH2:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[NH:16][CH:15]=1)=[O:5]

Participants

3

Reactant 2

HCID 9060D-TryptophanHCID 691102-Chlorobenzoyl chloride

Product 1

HCID 2304951N-(2-Chlorobenzoyl)-D-tryptophanYield 83%

Procedure

The same procedure is used as in Example 1, o-chlorobenzoyl chloride and D-tryptophane being used. Yield 83%. Melting point 74° to 83° C.

Sources & evidence

ORD record
ord-9eaa70dd3f6e4f0d8d8565519b6d2921
Source dataset
uspto-grants-1976_12
Patent number
US04000297

Reaction notes

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