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HRID1879336

反应详情

EQUATION

反应方程式

HRID 1879336 的结构方程式

REACTANTS

反应物

4
结构：Cl
HCID313

Hydrochloric Acid

ClH

结构：O
HCID962

Water

H2O

结构：[BH4-].[K+]
HCID4192641

Potassium tetrahydroborate

H4BK

结构：CCOC(=O)[C@H]1N=C(c2ccccc2)O[C@@H]1c1ccc(S(C)(=O)=O)cc1
HCID46831018

未命名化合物

PRODUCTS

生成物

1
结构：CS(=O)(=O)c1ccc([C@H]2OC(c3ccccc3)=N[C@@H]2CO)cc1
HCID14760452

{(4R,5R)-5-[4-(Methanesulfonyl)phenyl]-2-phenyl-4,5-dihydro-1,3-oxazol-4-yl}methanol

C17H17NO4S

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CO
溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

(4S-trans)-4,5-Dihydro-5-[4-(methylsulfonyl)phenyl]-2-phenyl-4-oxazolecarboxylic acid ethyl ester (Compound IIIk) (about 5 g, 0.0134 moles) in methanol (about 50 mL) is reacted in a reaction vessel with potassium borohydride (about 1.1 g, 0.0201 moles) over about 6 hours while maintaining the temperature below about 60° C. The reaction is cooled to ambient room temperature and about 1N HCl (about 10 mL) and water (about 50 mL) are added. The resulting solids are filtered, washed with water, then dried to yield (4R,5R)-4,5-Dihydro-5-[4-(methylsulfonyl)phenyl]-2-phenyl-4-oxazolemethanol (Compound II wherein R1 is methylsulfonyl, R2 is phenyl and R3 is ethyl).

WORKUP

后处理

  1. temperaturewhile maintaining the temperature below about 60° C
  2. filtrationThe resulting solids are filtered
  3. washwashed with water
  4. customdried