HRID1516738

反应详情

EQUATION

反应方程式

HRID 1516738 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

80 μl (450 μmol) of borane/N,N-diethylaniline complex are added slowly to a solution of 2.51 mg (17 μmol) of (1R,2S)-1-aminoindan-2-ol in 2.6 ml of tetrahydrofuran. The mixture is then cooled to 0° C., and a solution of 53 mg (112 μmol) of 5-cyclohex-1-en-1-yl-7-isopropyl-2,2-dimethyl-6-[4-(trifluoromethyl)benzoyl]-2,3-dihydro-4H-chromen-4-one (Example 37A) in 2.6 ml of tetrahydrofuran is slowly added dropwise. The mixture is allowed to thaw slowly and stirred at room temperature overnight. Methanol is then added, and the solvent is removed under reduced pressure. The residue is taken up in ethyl acetate and washed in each case twice with 1 M hydrochloric acid and saturated sodium bicarbonate solution and once with saturated sodium chloride solution. The organic phase is dried over sodium sulfate and then concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel (mobile phase: cyclohexane→cyclohexane/ethyl acetate 20:1) and subsequent chiral HPLC (method 2) gives the target compound.

WORKUP

后处理

  1. customthe solvent is removed under reduced pressure
  2. washwashed in each case twice with 1 M hydrochloric acid and saturated sodium bicarbonate solution and once with saturated sodium chloride solution
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customPurification of the residue by column chromatography on silica gel (mobile phase: cyclohexane→cyclohexane/ethyl acetate 20:1) and subsequent chiral HPLC (method 2)
  6. customgives the target compound