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HRID376581

反应详情

EQUATION

反应方程式

HRID 376581 的结构方程式

REACTANTS

反应物

4
结构：O=C([O-])[O-].[K+].[K+]
HCID11430

Potassium Carbonate

CK2O3

结构：Cc1ccc(S(=O)(=O)O)cc1.O
HCID521998

4-Methylbenzenesulfonic acid hydrate

C7H10O4S

结构：O=C(CBr)[C@H]1CCCO1
HCID11194867

2-BROMO-1-[(2R)-TETRAHYDRO-2-FURANYL]-ETHANONE

C6H9BrO2

结构：COc1ccc(COC(=O)C(O)N2C(=O)[C@H]3N=C(Cc4ccccc4)S[C@H]32)cc1
HCID53656123

未命名化合物

PRODUCTS

生成物

1
结构：COc1ccc(COC(=O)C2=C([C@H]3CCCO3)CS[C@@H]3[C@H](N)C(=O)N23)cc1
HCID53841027

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

3
结构：CC(C)=O
溶剂HCID180

Acetone

C3H6O

2 次

结构：O
溶剂HCID962

Water

H2O

结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

4-Methoxybenzyl (RS)-2-hydroxy-2-[(1R,5R)-3-benzyl-4-thia-2,6-diazabicyclo[3.2.0]hept-2-en-7-on-6-yl]acetate (4.103g) in dichloromethane (15ml) and acetone (15ml) was ring opened with 4-toluenesulphonic acid hydrate (3.33g) in water (8ml) and coupled to (R)-2-bromoacetyltetrahydrofuran (2.11g) in acetone (20ml) with potassium carbonate (0.687g) as described in Example 6(b) for the diastereoisomeric mixture. After purification by flash chromatography, the title compound was obtained as a yellow gum (2.618g, 49%); [α]D -10.7 (c 1.00 CHCl3).

WORKUP

后处理

  1. customAfter purification by flash chromatography