1-[3-(Acetylthio)-2-(methoxycarbonylmethyl)propanoyl]-L-proline → Nalpha-[3-mercapto-2-(carbamoylmethyl)propanoyl]-L-arginine

HRID 262376Notes

Reaction equation

HRID 262376 reaction equation
C([S:4][CH2:5][CH:6]([CH2:21][C:22]([O:24]C)=O)[C:7]([NH:9][C@H:10]([C:18]([OH:20])=[O:19])[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[NH:17])[NH2:16])=[O:8])(=O)C.C(SCC(CC(OC)=O)C([N:34]1CCC[C@H]1C(O)=O)=O)(=O)C>>[SH:4][CH2:5][CH:6]([CH2:21][C:22](=[O:24])[NH2:34])[C:7]([NH:9][C@H:10]([C:18]([OH:20])=[O:19])[CH2:11][CH2:12][CH2:13][NH:14][C:15](=[NH:17])[NH2:16])=[O:8]

Participants

3

Reactant 2

HCID 541123831-[3-(Acetylthio)-2-(methoxycarbonylmethyl)propanoyl]-L-prolineHCID 178500599HCID 178500599, compound

Product 1

HCID 178512858Nalpha-[3-mercapto-2-(carbamoylmethyl)propanoyl]-L-arginine

Procedure

By substituting Nα -[3-(acetylthio)-2-(methoxycarbonylmethyl)propanoyl]-L-arginine for the 1-[3-(acetylthio)-2-(methoxycarbonylmethyl)propanoyl]-L-proline in the procedure of Example 6A, and then isolating the product with Dowex 50 resin as described in the procedure of Example 17, Nα -[3-mercapto-2-(carbamoylmethyl)propanoyl]-L-arginine is obtained.

Workup

  1. customisolating the product with Dowex 50 resin

Sources & evidence

ORD record
ord-a0da6ea16de6453ab383bc4c99a9fc7c
Source dataset
uspto-grants-1979_05
Patent number
US04154736

Reaction notes

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