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HRID360032

反应详情

EQUATION

反应方程式

HRID 360032 的结构方程式

REACTANTS

反应物

2
结构：CC1(C)C2CCC1(CS(=O)(=O)O)C(=O)C2
HCID18462

DL-10-Camphorsulfonic acid

C10H16O4S

结构：CC(C)(C)OC(=O)CC(O)CC(O)CC#N
HCID22282997

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)C[C@H]1C[C@@H](CC#N)OC(C)(C)O1
HCID2734287

tert-Butyl [(4R,6R)-6-(cyanomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]acetate

C14H23NO4

AUXILIARIES

试剂、催化剂与溶剂

1
结构：COC(C)(C)OC
溶剂HCID6495

2,2-Dimethoxypropane

C5H12O2

PROCEDURE

实验过程

Crude [R-(R*,R*)]-1,1-dimethylethyl 6-cyano-3,5-dihydroxyhexanoate, 15 g (61 mol), is dissolved in 150 mL of 2,2-dimethoxypropane, camphorsulfonic acid is added, and the solution is stirred for 18 hours at room temperature, concentration and flash chromatography after concentration in vacuo provides 11.8 g of (4R-cis)-1,1-dimethylethyl 6-cyanomethyl-2,2-dimethyl-1,3-dioxane-4-acetate as an off-white solid, mp 64.7°-68° C. with acceptable IR, NMR, C-NMR and analysis.

WORKUP

后处理

  1. concentrationconcentration and flash chromatography
  2. concentrationafter concentration in vacuo