huagongshe.com
HRID732591

反应详情

EQUATION

反应方程式

HRID 732591 的结构方程式

REACTANTS

反应物

3
结构：CCCCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
HCID2724569

Hexyl(triphenyl)phosphanium bromide

C24H28BrP

结构：CC(C)(C)[O-].[K+]
HCID23665647

2-Methyl-2-propanol, potassium salt

C4H9KO

结构：CC(=O)N1[C@@H](Cc2cc(F)cc(F)c2)[C@@H]([C@H]2CC(=O)CN2C(=O)OC(C)(C)C)OC1(C)C
HCID68814480

未命名化合物

PRODUCTS

生成物

1
结构：CCCCC/C=C1/C[C@H]([C@H]2OC(C)(C)N(C(C)=O)[C@H]2Cc2cc(F)cc(F)c2)N(C(=O)OC(C)(C)C)C1
HCID68818416

未命名化合物

收率 76.8%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

2 次

PROCEDURE

实验过程

Place under argon a suspension of n-hexyltriphenylphosphonium bromide (0.420 g, 1 mmol) in 10 mL of dry THF. Add potassium tert-butoxide (0.112 g, 1 mmol). Stir the mixture for 1 h. Add a solution of (R)-2-[(4S,5S)-3-Acetyl-4-(3,5-difluoro-benzyl)-2,2-dimethyl-oxazolidin-5-yl]-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester (0.045 g, 0.1 mmol) in 5 mL of dry THF. Stir the mixture overnight. Add water, extract with diethyl ether, dry over MgSO4, concentrate under reduced pressure and purify (silica gel chromatography, eluting with ethyl ether:hexane mixtures) to give the title compound (0.04 g, 76%).

WORKUP

后处理

  1. stirringStir the mixture overnight
  2. extractionAdd water, extract with diethyl ether
  3. dry with materialdry over MgSO4
  4. concentrationconcentrate under reduced pressure
  5. custompurify
  6. wash(silica gel chromatography, eluting with ethyl ether:hexane mixtures)