N,S-diacetyl-DL-cysteinyl-L-proline → 1-[2-mercaptomethyl-5-(p-methoxybenzyloxycarbonylamino)pentanoyl]-L-proline

HRID 262803Notes

Reaction equation

HRID 262803 reaction equation
C([S:4][CH2:5][CH:6]([CH2:17][CH2:18][CH2:19][NH:20][C:21]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=1)=[O:22])[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8])(=O)C.C(NC(C(N1CCC[C@H]1C(O)=O)=O)CSC(=O)C)(=O)C>>[SH:4][CH2:5][CH:6]([CH2:17][CH2:18][CH2:19][NH:20][C:21]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=1)=[O:22])[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8]

Participants

3

Reactant 2

HCID 12774422N,S-diacetyl-DL-cysteinyl-L-prolineHCID 543497431-[2-acetylthiomethyl-5-(p-methoxybenzyloxycarbonylamino)pentanoyl]-L-proline

Product 1

HCID 544458591-[2-mercaptomethyl-5-(p-methoxybenzyloxycarbonylamino)pentanoyl]-L-proline

Procedure

By substituting 1-[2-acetylthiomethyl-5-(p-methoxybenzyloxycarbonylamino)pentanoyl]-L-proline for the N,S-diacetyl-DL-cysteinyl-L-proline in the procedure of Example 5, 1-[2-mercaptomethyl-5-(p-methoxybenzyloxycarbonylamino)pentanoyl]-L-proline is obtained.

Sources & evidence

ORD record
ord-dec2d896483e4b079e97fae1a4953299
Source dataset
uspto-grants-1979_05
Patent number
US04154946

Reaction notes

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