Penicillin G → HCID 56975303, compound

HRID 1701812Notes

Reaction equation

HRID 1701812 reaction equation
[Cl-].[Li+].[CH3:3][C:4]1([CH3:25])S[C@@H:7]2[C@H:9]([NH:12][C:13]([CH2:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)=[O:14])[C:10](=[O:11])[N:6]2[C@H:5]1[C:22]([OH:24])=[O:23]>CO.C(O)(C)(C)C>[CH2:15]([O:24][C:22]([C:5]([N:6]1[C:10](=[O:11])[C@@H:9]2[C@H:7]1[O:14][C:13]([CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[N:12]2)=[C:4]([CH3:25])[CH3:3])=[O:23])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 2

HCID 5904Penicillin GHCID 433294Lithium Chloride

Product 1

HCID 56975303HCID 56975303, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6386tert-ButanolSolvent

Procedure

A 6.2 mg quantity of lithium chloride was dissolved in a mixture of 2 ml of methanol and 0.5 ml of tert-butyl alcohol. To the solution was added 62.4 mg of benzyl ester of penicillin G to prepare an electrolyte. The electrolyte was subjected to electrolysis under the same conditions as in Example 1. The isolation and purification gives 50 mg of contemplated compound in 88% yield.

Workup

  1. customto prepare an electrolyte
  2. customThe isolation and purification

Sources & evidence

ORD record
ord-2bb35a46482e4a6e86eb81daed9663a3
Source dataset
uspto-grants-1983_04
Patent number
US04379032

Reaction notes

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