Acetic Acid → HCID 178475886, compound

HRID 1088645Notes

Reaction equation

HRID 1088645 reaction equation
Cl.[NH:2]=[C:3]1[NH:7][C:6]([C:8](=[N:29][OH:30])[C:9]([NH:11][CH:12]2[C:27](=[O:28])[N:14]3[C:15]([C:24]([OH:26])=[O:25])=[C:16]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[CH2:17][S:18][C@H:13]23)=[O:10])=[CH:5][S:4]1.C(O)(=O)C.Cl.O>C(O)C>[NH:2]=[C:3]1[NH:7][C:6]([C:8](=[N:29][OH:30])[C:9]([NH:11][CH:12]2[C:27](=[O:28])[N:14]3[C:15]([C:24]([OH:26])=[O:25])=[C:16]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[CH2:17][S:18][C@H:13]23)=[O:10])=[CH:5][S:4]1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 962WaterHCID 178475887HCID 178475887, compound

Product 1

HCID 178475886HCID 178475886, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 0.309 g of 7-[2-(2-imino-4-thiazolin-4-yl)-2-hydroxyimino-acetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid hydrochloride (syn-isomer) and 1 ml of acetic acid there was added a sufficient amount of 1N-hydrochloric acid to completely dissolve the former. This solution was subjected to column chromatography on polystyrene resin (Amberlite XAD-2, Rohm & Haas Co.), development being carried out with water and 20% ethanol in the order mentioned. The fractions containing the desired product were pooled, concentrated and lyophilized. By the above procedure the captioned compound was obtained.

Workup

  1. dissolutionto completely dissolve the former

Sources & evidence

ORD record
ord-973fab55c0964863a43ed6a5ccc2a915
Source dataset
uspto-grants-1990_10
Patent number
US04963542

Reaction notes

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