Penicillin G → Phenylacetic Acid

HRID 326213Notes

Reaction equation

HRID 326213 reaction equation
CC1(C)S[C@@H]2[C@H](N[C:11]([CH2:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[O:12])C(=O)N2[C@H]1C(O)=O.C(O)([OH:28])CCC>>[C:14]1([CH2:13][C:11]([OH:12])=[O:28])[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 5904Penicillin GHCID 165788Butanediol

Product 1

HCID 999Phenylacetic Acid

Procedure

A solution of 40 mM of 6 APA and 200 mM of phenylacetic acid in 50% butanediol/50% acetate 50 mM is prepared at a pH of 6.5. The column is thermostatized at 4° C. The rest of the conditions are as in example 1. In these conditions, the degree of conversion of 6 APA to penicillin G is higher than 85%.

Workup

  1. customat 4° C

Sources & evidence

ORD record
ord-7ff2fb9dfe45419392a7bf161f6f47bf
Source dataset
uspto-grants-1993_12
Patent number
US05268271

Reaction notes

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