2-Benzhydryloxycarbonyl-3-(2-methoxycarbonylaminothiazol-5-yl)-8-oxo-7-(thien-2-yl-acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene → 2-Carboxy-3-(2-methoxycarbonylaminothiazol-5-yl)-8-oxo-7-(thien-2-yl-acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene

HRID 2413426Notes

Reaction equation

HRID 2413426 reaction equation
C([O:14][C:15]([C:17]1[N:18]2[CH:21]([S:22][CH2:23][C:24]=1[C:25]1[S:29][C:28]([NH:30][C:31]([O:33][CH3:34])=[O:32])=[N:27][CH:26]=1)[CH:20]([NH:35][C:36](=[O:43])[CH2:37][C:38]1[S:39][CH:40]=[CH:41][CH:42]=1)[C:19]2=[O:44])=[O:16])(C1C=CC=CC=1)C1C=CC=CC=1>C(O)=O>[C:15]([C:17]1[N:18]2[CH:21]([S:22][CH2:23][C:24]=1[C:25]1[S:29][C:28]([NH:30][C:31]([O:33][CH3:34])=[O:32])=[N:27][CH:26]=1)[CH:20]([NH:35][C:36](=[O:43])[CH2:37][C:38]1[S:39][CH:40]=[CH:41][CH:42]=1)[C:19]2=[O:44])([OH:16])=[O:14]

Participants

3

Reactant 1

HCID 204304102-Benzhydryloxycarbonyl-3-(2-methoxycarbonylaminothiazol-5-yl)-8-oxo-7-(thien-2-yl-acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene

Product 1

HCID 204304572-Carboxy-3-(2-methoxycarbonylaminothiazol-5-yl)-8-oxo-7-(thien-2-yl-acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-eneYield 66.6%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

2-Benzhydryloxycarbonyl-3-(2-methoxycarbonylaminothiazol-5-yl)-8-oxo-7-(thien-2-yl-acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene (1.82 g) is treated with formic acid (20 cc) in accordance with the working method described in Example 1. 2-Carboxy-3-(2-methoxycarbonylaminothiazol-5-yl)-8-oxo-7-(thien-2-yl-acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene (0.9 g) is obtained in the form of a yellow solid.

Sources & evidence

ORD record
ord-2c5596b5f3a14bb4a856050a7c8d70b0
Source dataset
uspto-grants-1985_01
Patent number
US04496560

Reaction notes

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