3-Acetylthio-2-methoxycarbonylmethylpropanoic acid → 1-[2-Carbamoylmethyl-3-acetylthiopropanoyl]-L-proline

HRID 2049784Notes

Reaction equation

HRID 2049784 reaction equation
C(SCC(CC(=O)N)C(O)=O)(=O)C.C(SCC(CC(OC)=O)C(O)=O)(=O)C.C([O:32][C:33](=[O:51])[C@@H:34]1[CH2:38][CH2:37][CH2:36][N:35]1[C:39](=[O:50])[CH:40]([CH2:46][C:47](=[O:49])[NH2:48])[CH2:41][S:42][C:43](=[O:45])[CH3:44])(C)(C)C.C(CC(CSC(=O)C)CN1CCC[C@H]1C(O)=O)(=O)N>>[C:47]([CH2:46][CH:40]([CH2:41][S:42][C:43](=[O:45])[CH3:44])[C:39]([N:35]1[CH2:36][CH2:37][CH2:38][C@H:34]1[C:33]([OH:51])=[O:32])=[O:50])(=[O:49])[NH2:48]

Participants

5

Reactant 4

HCID 127744283-Acetylthio-2-methoxycarbonylmethylpropanoic acidHCID 203444533-Acetylthio-2-carbamoylmethylpropanoic acidHCID 545236401-[2-(carbamoylmethyl)-3-(acetylthio)-propanyl]-L-prolineHCID 867369441-[2-(carbamoylmethyl)-3-(acetylthio)propanoyl]-L-proline tert-butyl ester

Product 1

HCID 537612811-[2-Carbamoylmethyl-3-acetylthiopropanoyl]-L-proline

Procedure

By substituting 3-acetylthio-2-(carbamoylmethyl)propanoic acid for the 3-(acetylthio)-2-(methoxycarbonylmethyl)-propanoic acid in the procedure of Example 2, and then submitting the product to the procedure of Example 3, 1-[2-(carbamoylmethyl)-3-(acetylthio)propanoyl]-L-proline tert-butyl ester and 1-[2-(carbamoylmethyl)-3-(acetylthio)-propanyl]-L-proline are obtained.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-72fa301c4c12404c911313bc8eefbc49
Source dataset
uspto-grants-1980_04
Patent number
US04198517

Reaction notes

Loading…