6-Aminopenicillanic acid → Ampicillin

HRID 616227

Reaction equation

HRID 616227 reaction equation
[CH3:1][C:2]1([CH3:14])[S:6][C@@H:5]2[C@H:7]([NH2:10])[C:8](=[O:9])[N:4]2[C@H:3]1[C:11]([OH:13])=[O:12].C[O:16][C:17]([C@H:19]([NH2:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=O.Cl>>[CH3:1][C:2]1([CH3:14])[S:6][C@@H:5]2[C@H:7]([NH:10][C:17]([C@H:19]([NH2:26])[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)=[O:16])[C:8](=[O:9])[N:4]2[C@H:3]1[C:11]([OH:13])=[O:12]

Participants

3

Reactant 2

HCID 110826-Aminopenicillanic acidHCID 12247453D-Phenylglycine methyl ester hydrochloride

Product 1

HCID 6249Ampicillin

Procedure

Under the condition similar to that of Example 15, 6-aminopenicillanic acid is reacted with D-α-phenylglycine methyl ester hydrochloride using the mycelium obtained in the procedure of Example 15 to produce 0.08 g of Ampicillin when determined by microbiological assay.

Workup

  1. customobtained in the procedure of Example 15

Sources & evidence

ORD record
ord-1930c48330bf46d88313b3d4c52fd227
Source dataset
uspto-grants-1978_02
Patent number
US04073687

Linked notes

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