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HRID1464728

反应详情

EQUATION

反应方程式

HRID 1464728 的结构方程式

REACTANTS

反应物

1
结构：C=CCOC(=O)C(N1C(=O)[C@H]([C@@H](C)O[Si](C)(C)C(C)(C)C)[C@H]1[C@@H](C)C(=S)SC)=P(c1ccccc1)(c1ccccc1)c1ccccc1
HCID86747783

未命名化合物

PRODUCTS

生成物

1
结构：C=CCOC(=O)C1=C(SC)[C@H](C)[C@@H]2[C@@H]([C@@H](C)O[Si](C)(C)C(C)(C)C)C(=O)N12
HCID57185440

未命名化合物

收率 86.5%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：Cc1ccccc1
溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

A solution of (3S,4S)-1-[1-(allyloxycarbonyl)-1-(triphenylphosphoranediyl)methyl]-3-[(1R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-[(1R)-1-{(methylthio)thiocarbonyl}ethyl]-2-oxoazetidine (325 mg) in toluene (3 ml) was heated under reflux for 4.5 hours. The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography [ethyl acetate-hexane (1:3, V/V)] to afford allyl (4R,5S,6S)-6-[(1R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-methyl-3-methylthio-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate (164 mg).

WORKUP

后处理

  1. temperatureunder reflux for 4.5 hours
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was purified by silica gel column chromatography [ethyl acetate-hexane (1:3, V/V)]