Methyl tryptophanate hydrochloride → HCID 18663551, compound

HRID 1957002Notes

Reaction equation

HRID 1957002 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:17]=[C:18]([CH3:20])[CH:19]=1)[C:5]([N:7]([CH3:16])[C@H:8]([C:13]([OH:15])=O)[C@H:9]([CH2:11][CH3:12])[CH3:10])=[O:6].Cl.C[O:23][C:24](=[O:37])[C@H:25]([CH2:27][C:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[NH:30][CH:29]=1)[NH2:26]>>[CH3:20][C:18]1[CH:17]=[C:4]([CH:3]=[C:2]([CH3:1])[CH:19]=1)[C:5]([N:7]([CH3:16])[C@H:8]([C:13]([NH:26][C@H:25]([C:24]([OH:37])=[O:23])[CH2:27][C:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[NH:30][CH:29]=1)=[O:15])[C@H:9]([CH2:11][CH3:12])[CH3:10])=[O:6]

Participants

3

Reactant 2

HCID 2734891Methyl tryptophanate hydrochlorideHCID 54248346HCID 54248346, compound

Product 1

HCID 18663551HCID 18663551, compound

Procedure

Coupling of N-(3,5-dimethylbenzoyl)-N-methyl-(L)-isoleucine (prepared following the procedure described in example 78) with (L)-tryptophan methyl ester hydrochloride according to example 12 followed by hydrolysis of the methyl ester moiety according to example 1 gives N-(3,5-dimethylbenzoyl)-N-methyl-(L)-isoleucinyl-(L)-tryptophan; FAB-MS m/e 464 (M+H)+.

Sources & evidence

ORD record
ord-bf1c507a4c034544a51f09b6de5484b3
Source dataset
uspto-grants-1998_07
Patent number
US05780498

Reaction notes

Loading…