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HRID28408

反应详情

EQUATION

反应方程式

HRID 28408 的结构方程式

REACTANTS

反应物

4
结构：CC(=O)O
HCID176

Acetic Acid

C2H4O2

结构：CS(=O)(=O)OC1=C(C(=O)OC(c2ccccc2)c2ccccc2)N2C(=O)[C@@H](NC(=O)Cc3ccccc3)[C@H]2SC1
HCID11050121

Diphenylmethyl (6R,7R)-3-[(methylsulfonyl)oxy]-8-oxo-7-[(2-phenylacetyl)amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

C29H26N2O7S2

结构：CO.C[O-].[Na+]
HCID23694274

Sodium methanolate methanol

C2H7NaO2

结构：Sc1nc(-c2ccncc2)cs1
HCID178527846

未命名化合物

PRODUCTS

生成物

1
结构：O=C(Cc1ccccc1)N[C@@H]1C(=O)N2C(C(=O)OC(c3ccccc3)c3ccccc3)=C(Sc3nc(-c4ccncc4)cs3)CS[C@H]12
HCID68808181

Diphenylmethyl (6R,7R)-8-oxo-7-[(2-phenylacetyl)amino]-3-[[4-(4-pyridinyl)-2-thiazolyl]thio]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

C36H28N4O4S3

AUXILIARIES

试剂、催化剂与溶剂

3
结构：CO
溶剂HCID887

Methanol

CH4O

结构：O
溶剂HCID962

Water

H2O

结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

2 次

CONDITIONS

反应条件

温度
-3 °C

PROCEDURE

实验过程

Benzhydryl 7β-[(phenylacetyl)amino]-3-[(methylsulfonyl)oxy]-3-cephem-4-carboxylate (900 g, 1.56 mol) was dissolved in tetrahydrofuran (3.6 L) and cooled to −3° C. While maintaining the same temperature, 28% sodium methylate-methanol solution (360 g, 1.87 mol) of 4-(4-pyridyl)-1,3-thiazole-2-thiol (362.5 g, 1.87 mol) obtained in the same manner as in Reference Example 29, and tetrahydrofuran (720 mL) solution were added. The mixture was stirred for 1.5 hr. Acetic acid (18.7 g) was added and after stirring for 30 min, methanol (9 L) and water (5.4 L) were added. The mixture was stirred for 2 hr. The precipitated crystals were collected by filtration, washed with methanol (16 L) and dried in vacuo. yield: 884 g (84%)

WORKUP

后处理

  1. additionwere added
  2. stirringafter stirring for 30 min
  3. stirringThe mixture was stirred for 2 hr
  4. filtrationThe precipitated crystals were collected by filtration
  5. washwashed with methanol (16 L)
  6. customdried in vacuo