3-Carbamoyloxymethyl-7-amino-3-cephem-4-carboxylic acid → (6R)-8-Oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

HRID 1389613Notes

Reaction equation

HRID 1389613 reaction equation
OC1C=CC(CS(C(C)CC(O)=O)=O)=CC=1.N[CH:18]1[C:33](=[O:34])[N:20]2[C:21]([C:30]([OH:32])=[O:31])=[C:22](COC(=O)N)[CH2:23][S:24][C@H:19]12>>[S:24]1[C@@H:19]2[CH2:18][C:33](=[O:34])[N:20]2[C:21]([C:30]([OH:32])=[O:31])=[CH:22][CH2:23]1

Participants

3

Reactant 2

HCID 127847593-Carbamoyloxymethyl-7-amino-3-cephem-4-carboxylic acidHCID 20297182HCID 20297182, compound

Product 1

HCID 52921562(6R)-8-Oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Procedure

484 mg. of 3-(p-hydroxybenzylsulfinyl)butyric acid and 7-amino-3-carbamoyloxymethyl-3-cephem-4-carboxylic acid were reacted in the same manner as described in Example 28 and 309 mg. of 7-[3-(p-hydroxybenzylsulfinyl)butyramido]-3-carbamoyloxymethyl)-3-cephem-4-carboxylic acid were obtained.

Sources & evidence

ORD record
ord-333a5445223841859f8810ed3b1203a3
Source dataset
uspto-grants-1981_01
Patent number
US04245107

Reaction notes

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