Methanesulfonic Acid → HCID 20430448, compound

HRID 2413416Notes

Reaction equation

HRID 2413416 reaction equation
[CH:1]([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]([S:30][CH3:31])=[N:27][CH:26]=1)[CH:20]([NH:32]C(OC(C)(C)C)=O)[C:19]2=[O:40])=[O:16])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CS(O)(=O)=O>C(#N)C>[NH2:32][CH:20]1[C:19](=[O:40])[N:18]2[CH:21]1[S:22][CH2:23][C:24]([C:25]1[S:29][C:28]([S:30][CH3:31])=[N:27][CH:26]=1)=[C:17]2[C:15]([O:14][CH:1]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:16]

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 20430429HCID 20430429, compound

Product 1

HCID 20430448HCID 20430448, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-Benzhydryloxycarbonyl-7-t-butoxycarbonylamino-3-(2-methylthio-thiazol-5-yl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene (4 g) dissolved in acetonitrile (40 cc) is treated, at 25° C., with methanesulphonic acid (4 cc), in accordance with the working method of Example 15. Crude 7-amino-2-benzhydryloxycarbonyl-3-(2-methylthio-thiazol-5-yl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene (3.3 g) is obtained in the form of an orange oil.

Sources & evidence

ORD record
ord-cb23739cdfd54292b338cbeb3c385f3f
Source dataset
uspto-grants-1985_01
Patent number
US04496560

Reaction notes

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