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HRID967347

反应详情

EQUATION

反应方程式

HRID 967347 的结构方程式

REACTANTS

反应物

1
结构：COc1ccc(CO[C@@H]2[C@@H](N=[N+]=[N-])[C@H](SC)O[C@H](CO[Si](c3ccccc3)(c3ccccc3)C(C)(C)C)[C@H]2OC(=O)c2ccccc2-c2ccccc2)cc1
HCID23396150

未命名化合物

PRODUCTS

生成物

1
结构：COc1ccc(CO[C@@H]2[C@@H](N)[C@H](SC)O[C@H](CO[Si](c3ccccc3)(c3ccccc3)C(C)(C)C)[C@H]2OC(=O)c2ccccc2-c2ccccc2)cc1
HCID23396147

未命名化合物

收率 91.5%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：SCCCS
溶剂HCID8013

1,3-Propanedithiol

C3H8S2

PROCEDURE

实验过程

A mixture of methyl 2-azido-4-O-biphenylcarbonyl-6-O-tert-butyldiphenylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside (11) (150 mg, 0.19 mmol) and TEA (3 drops) in 1,3-propanedithiol (1 mL) was stirred at room temperature overnight. The reaction mixture was chromatographed using EtOAc—hexane 15:85 then EtOAc—hexane 1:1 solvent systems as mobile phases to give methyl 2-amino-4-O-biphenylcarbonyl-6-O-tert-butyldiphenylsilyl-2-deoxy-3-O-(4-methoxybenzyl)-1-thio-β-D-glucopyranoside (42) (130 mg, 91%).

WORKUP

后处理

  1. customThe reaction mixture was chromatographed