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HRID78926

反应详情

EQUATION

反应方程式

HRID 78926 的结构方程式

REACTANTS

反应物

2
结构：COc1ccc(CN)cc1
HCID75452

4-Methoxybenzylamine

C8H11NO

结构：c1ccc(C(c2ccccc2)[C@@H]2C[C@H]3O[C@H]3CO2)cc1
HCID54762329

未命名化合物

PRODUCTS

生成物

1
结构：COc1ccc(CN[C@@H]2CO[C@H](C(c3ccccc3)c3ccccc3)C[C@H]2O)cc1
HCID11441053

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CCO
溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

A mixture of (1S,4S,6R)-4-benzhydryl-3,7-dioxa-bicyclo[4.1.0]-heptane 28a (0.027 g, 0.10 mmol) and p-methoxybenzylamine (0.28 g, 2.03 mmol) in ethanol (1 ml) was refluxed under N2 overnight. The solvent was removed and the residue was purified by flash chromatography on silica gel (hexane/ethyl acetate/Et3N=6:4:0.2) to give (2S,4R,5R)-2-benzhydryl-5-(4-methoxy-benzylamino)-tetrahydropyran-4-ol, (−)-29a, 0.03 g (73.2%, [α]D=(−) 71.9, c=1, MeOH).

WORKUP

后处理

  1. temperaturewas refluxed under N2 overnight
  2. customThe solvent was removed
  3. customthe residue was purified by flash chromatography on silica gel (hexane/ethyl acetate/Et3N=6:4:0.2)