(6R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid → HCID 131710508, compound

HRID 1288440Notes

Reaction equation

HRID 1288440 reaction equation
[C:1]1([CH:7]([C:11]([OH:13])=[O:12])[C:8]([O-:10])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].[NH2:15][CH:16]1[C:27](=[O:28])[N:18]2[C:19]([C:24]([OH:26])=[O:25])=[C:20]([CH3:23])[CH2:21][S:22][C@H:17]12>>[C:11]([CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:8]([NH:15][CH:16]1[C:27](=[O:28])[N:18]2[C:19]([C:24]([OH:26])=[O:25])=[C:20]([CH3:23])[CH2:21][S:22][C@H:17]12)=[O:10])([OH:13])=[O:12]

Participants

3

Reactant 2

HCID 13475828(6R)-7-amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acidHCID 131710509HCID 131710509, compound

Product 1

HCID 131710508HCID 131710508, compound

Procedure

The process was carried out in the same manner as in Example 21 using 2.2 g of mono-sodium phenylmalonate and 2.14 g of 7-amino-3-methyl-3-cephem4-carboxylic acid. 7-(α-Carboxyphenylacetamido)-3-methyl-3-cephem-4-carboxylic acid was afforded in a yield of 2.1 g (56%).

Sources & evidence

ORD record
ord-707b1787dc0e4686be8dd53a8eeaeff9
Source dataset
uspto-grants-1976_10
Patent number
US03988326

Reaction notes

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