Methanol → 2-Thiopheneacetic acid

HRID 326212Notes

Reaction equation

HRID 326212 reaction equation
CO.CC(OC[C:8]1[CH2:17][S:16][C@@H:11]2[C@H:12](N)[C:13](=[O:14])N2[C:9]=1C(O)=O)=O.CC(OCC1CS[C@@H]2[C@H](NC(CC3SC=CC=3)=O)C(=O)N2C=1C(O)=O)=[O:23]>O1CCOCC1>[S:16]1[CH:17]=[CH:8][CH:9]=[C:11]1[CH2:12][C:13]([OH:14])=[O:23]

Participants

5

Reactant 3

HCID 887MethanolHCID 6024CephalothinHCID 4413287-Aminocephalosporanic acid

Product 1

HCID 159702-Thiopheneacetic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 15 mM of 7 ACA and 400 mM of thienylactic acid in 50% dioxane/50% acetate 50 mM is prepared at a ph 6. The column is thermostatized at 25° C., the flow and volume of the derivative are the same as in example 1. The moveable phase that we use for HPLC is 30% methanol/70% phosphate, 0.067M at a pH of 4.7, the rest of the conditions are maintained like those in example 1. After attaining the balance, the degree of conversion of 7-ACA into cephalothin is above 95%.

Workup

  1. customat 25° C.
  2. temperaturethe rest of the conditions are maintained like those in example 1

Sources & evidence

ORD record
ord-7127d3ac32074d9d8281ed41258d8c4f
Source dataset
uspto-grants-1993_12
Patent number
US05268271

Reaction notes

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