HRID329967

反应详情

EQUATION

反应方程式

HRID 329967 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

3

PROCEDURE

实验过程

m.p. 155° C. (from ethyl acetate) [α]D20 -76.6° (c, 1.99 in CHCl3), was prepared from L-gulonolactone in 85% yield as previously described by Fleet in copending application Ser. No. 249,153, filed Sept. 26, 1988. According to this method, the title compound is synthesized by treatment of L-gulonolactone with acetone and 2,2-dimethoxypropane and a catalytic amount of p-toluenesulfonic acid under dry nitrogen for 36 hours (h) followed by stirring with an excess of sodium bicarbonate, removing the solvent under reduced pressure, dissolving the residue in dichloromethane, washing with water, drying the organic extracts (MgSO4), removing the solvent under reduced pressure and recrystallizing from ethyl acetate to give a white crystalline solid.

WORKUP

后处理

  1. customremoving the solvent under reduced pressure
  2. dissolutiondissolving the residue in dichloromethane
  3. washwashing with water
  4. dry with materialdrying the organic extracts (MgSO4)
  5. customremoving the solvent under reduced pressure
  6. customrecrystallizing from ethyl acetate
  7. customto give a white crystalline solid