HCID 12769077, compound → HCID 178477071, compound

HRID 1440083Notes

Reaction equation

HRID 1440083 reaction equation
[C:1]([S:4][CH2:5][CH:6]([CH2:23][CH:24]([CH3:26])[CH3:25])[C:7]([NH:9][CH2:10][C:11]([O:13]C1C=CC([N+]([O-])=O)=CC=1)=O)=[O:8])(=[O:3])[CH3:2].[NH2:27][C@H:28]([C:36]([OH:38])=[O:37])[CH2:29][CH2:30][CH2:31][NH:32][C:33](=[NH:35])[NH2:34]>>[C:1]([S:4][CH2:5][CH:6]([CH2:23][CH:24]([CH3:25])[CH3:26])[C:7]([NH:9][CH2:10][C:11]([NH:27][C@H:28]([C:36]([OH:38])=[O:37])[CH2:29][CH2:30][CH2:31][NH:32][C:33](=[NH:34])[NH2:35])=[O:13])=[O:8])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 12769077HCID 12769077, compoundHCID 178418600HCID 178418600, compound

Product 1

HCID 178477071HCID 178477071, compound

Procedure

As described in Example 7 of U.S. Pat. No. 4,235,885, this compound can be prepared by reacting (±)-N-[2-[(acetylthio)methyl]-4-methyl-1-oxopentyl]glycine, 4-nitrophenyl ester with (L)-arginine to give (±)-N-[N-[2-[(acetylthio)methyl]-4-methyl-1-oxopentyl]glycyl]-L-arginine. An aqueous chilled solution of this product is then treated with concentrated ammonia to give (±)-N-[N-[2-(mercaptomethyl)-4-methyl-1-oxopentyl]glycyl]-L-arginine; m.p. 132°-146°.

Workup

  1. custom4,235,885, this compound can be prepared

Sources & evidence

ORD record
ord-6dce59081c4c4932ae6e51c98a9f44cd
Source dataset
uspto-grants-1996_03
Patent number
US05496805

Reaction notes

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