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HRID373429

反应详情

EQUATION

反应方程式

HRID 373429 的结构方程式

REACTANTS

反应物

4
结构：CCOCC
HCID3283

Diethyl Ether

C4H10O

结构：CC(=O)N[Si](C)(C)C
HCID25989

Acetamide, N-(trimethylsilyl)-

C5H13NOSi

结构：CC(C)(C)OC(=O)C(C)(C)O/N=C(\C(=O)Cl)c1nsc(N)n1.Cl
HCID87787074

未命名化合物

结构：Cl.Cl.Cl.Cn1c(N)cc[n+]1CC1=C(C(=O)[O-])N2C(=O)[C@@H](N)[C@H]2SC1
HCID131716385

未命名化合物

PRODUCTS

生成物

1
结构：Cl.Cl.Cl.Cn1c(N)cc[n+]1CC1=C(C(=O)[O-])N2C(=O)[C@@H](NC(=O)C(=NOC(C)(C)C(=O)OC(C)(C)C)c3nsc(N)n3)[C@H]2SC1
HCID131717322

未命名化合物

收率 194.8%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

To a solution of 7β-amino-3-(3-amino-2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate trihydrochloride (2 g) and N-(trimethylsilyl)acetamide (6.28 g) in tetrahydrofuran (40 ml) was added (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(1-tert-butoxycarbonyl-1-methylethoxyimino)acetyl chloride hydrochloride (1.84 g) under ice-cooling. After being stirred for 1 hour, the reaction mixture was added dropwise to ethyl ether (300 ml), and the resulting precipitate was collected by filtration to give 7β-[2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(1-tert-butoxycarbonyl-1-methylethoxyimino)-acetamido]-3-(3-amino-2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate trihydrochloride (syn isomer) (3.4 g).

WORKUP

后处理

  1. temperaturecooling
  2. filtrationthe resulting precipitate was collected by filtration