反応 #522208

反応方程式

2-(2-formamidothiazol-4-yl)-2-n-hexyloxyiminoacetic acid

N,N-dimethylformamide

phosphoryl chloride

4-nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate hydrochloride

→

4-nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-n-hexyloxyiminoacetamido]-3-chloro-3-cephem-4-carboxylate

収率 90.2%

溶媒

ethyl acetate

acetone

tetrahydrofuran

water

反応条件

後処理

1. 1
   workup.ADDITIONwere treated in a similar manner to that of Example 21-(1)

実験手順

A solution of 2-(2-formamidothiazol-4-yl)-2-n-hexyloxyiminoacetic acid (syn isomer, 3.24 g.), N,N-dimethylformamide (0.951 g.), and phosphoryl chloride (2.00 g.) in ethyl acetate (20 ml.), and a solution of 4-nitrobenzyl 7-amino-3-chloro-3-cephem-4-carboxylate hydrochloride (4 g.) in a mixture of acetone (20 ml.), water (20 ml.) and tetrahydrofuran (40 ml.) were treated in a similar manner to that of Example 21-(1) to give 4-nitrobenzyl 7-[2-(2-formamidothiazol-4-yl)-2-n-hexyloxyiminoacetamido]-3-chloro-3-cephem-4-carboxylate (syn isomer, 5.78 g.).

出典