Phosphorus oxychloride → HCID 131712345, compound

Participants

Role	Name	HCID	Charge
Reactant	Phosphorus oxychloride	HCID 24813	—
Reactant	Acetamide, 2-(trimethylsilyl)-	HCID 357676	—
Reactant	2-(2-Formamidothiazol-4-yl)-2-(2-tert-butoxycarbonylaminoethoxyimino)acetic acid	HCID 54082885	—
Reactant	4-Nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate hydrochloride	HCID 70362150	—
Solvent	Dimethylformamide	HCID 6228	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 131712345	HCID 131712345	89.6%

Reaction Steps

2-(2-Formamidothiazol-4-yl)-2-(2-tert-butoxycarbonylaminoethoxyimino)acetic acid (syn isomer, 2 g.), N,N-dimethylformamide (0.45 g.), phosphoryl chloride (1.03 g.), trimethylsilylacetamide (5.9 g.), 4-nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate hydrochloride (2.3 g.) and ethyl acetate (60 ml.) were treated in a similar manner to that of Example 11-(1) to give 4-nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-(2-tert-butoxycarbonylaminoethoxyimino)acetamido]-3-chloro-3-cephem-4-carboxylate (syn isomer, 3.55 g.)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04284631
Source dataset	uspto-grants-1981_08
ORD ID	ord-2706c9d287f8476ea105dc7bd0a40f50
Source note	uspto-grants-1981_08