Process for preparing aminohydroxycephamcarboxylates
US4647658A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | May 29, 1985 |
| Grant date | Mar 3, 1987 |
| Priority date | — |
| Expiry date | May 29, 2005 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D501/59
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A useful synthetic intermediate, 7-amino-3-acyloxycepham-4-carboxylic acid aralkyl ester, is prepared by reducing 7-amido-3-oxocepham-4-carboxylic acid aralkyl ester with alkali metal borohydride in a dry organic solvent at temperature lower than -20.degree. C. and then acylating the resulting 3-hydroxycepham compound with an acylating reagent to give 3-acyloxycepham compound, and then subjecting the 3-acyloxycepham compound to amide cleavage consisting of treatments (1) with a mixture of phosphorus pentachloride and aromatic base giving imino-chloride and (2) with alcohol for converting the latter into imino-ether and for subjecting the product to alcoholysis giving the objective compound.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.