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HRID568244

反应详情

EQUATION

反应方程式

HRID 568244 的结构方程式

REACTANTS

反应物

2
结构：O=S(=O)(OCCF)C(F)(F)F
HCID13638935

未命名化合物

结构：C=CCOC(=O)C1=C(S[C@H]2C[C@@H](Cc3cn4cncc4s3)N(C(=O)OCC=C)C2)[C@H](C)[C@@H]2[C@@H]([C@@H](C)O)C(=O)N12
HCID131722333

未命名化合物

PRODUCTS

生成物

1
结构：C=CCOC(=O)C1=C(S[C@H]2C[C@@H](Cc3c[n+]4cn(CCF)cc4s3)N(C(=O)OCC=C)C2)[C@H](C)[C@@H]2[C@@H]([C@@H](C)O)C(=O)N12.O=S(=O)([O-])C(F)(F)F
HCID178459458

未命名化合物

收率 98.1%

PROCEDURE

实验过程

2-Fluoroethyl trifluoromethanesulfonate (76.4 mg) is added to 41.1 mg of allyl(1R,5S,6S)-2-[(3S,5S)-1-allyloxycarbonyl-5-(imidazo[5,1-b]thiazol-2-yl)methylpyrrolidin-3-yl]thio-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate described in Example 23-a), and the mixture is stirred in an argon atmosphere at room temperature for 2 hr. The solvent is removed by evaporation under reduced pressure, and the residue is purified by column chromatography on Sephadex LH-20 (dichloromethane:methanol 1:1) to give 54.1 mg of allyl(1R,5S,6S)-2-[(3S,5S)-1-allyloxycarbonyl-5-[6-(2-fluoroethyl)imidazo[5,1-b]thiazolium-2-yl]methylpyrrolidin-3-yl]thio-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate trifluoromethanesulfonate as a yellow viscous material.

WORKUP

后处理

  1. customThe solvent is removed by evaporation under reduced pressure
  2. customthe residue is purified by column chromatography on Sephadex