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HRID1589776

反应详情

EQUATION

反应方程式

HRID 1589776 的结构方程式

REACTANTS

反应物

4
结构：CCCCCCCCCCCC(=O)O
HCID3893

Dodecanoic acid

C12H24O2

结构：CO[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
HCID64947

Methyl alpha-D-glucopyranoside

C7H14O6

结构：CO[C@H]1OC(CO)[C@H](O)[C@@H](O)[C@@H]1O
HCID76607

未命名化合物

结构：CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
HCID445238

Methyl beta-D-glucoside

C7H14O6

PRODUCTS

生成物

1
结构：CCCCCCCCCC(=O)OC[C@H]1OC(OC)[C@H](O)[C@@H](O)[C@@H]1O
HCID11100142

未命名化合物

收率 79%

PROCEDURE

实验过程

Methyl-D-glucopyranoside (19.8 g, 0.10 mol, a 1:1 mixture of methyl α-(D)-glucopyranoside and methyl β-(D)-glucopyranoside, both Sigma Chemicals) was esterified with dodecanoic acid (31 g, 0.15 mol) by the procedure described in Example 1, using 3 g of an immobilized lipase (derived from Candida antarctica). The reaction was complete in 24 hours (HPLC showed>90% conversion) and the enzyme was removed by filtration. Purification by chromatography provided the title compound in a yield of 79% (30 g) as a crystalline powder, m,p. 70°-72° C.

WORKUP

后处理

  1. custom(HPLC showed>90% conversion) and the enzyme was removed by filtration
  2. customPurification by chromatography