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HRID568243

反应详情

EQUATION

反应方程式

HRID 568243 的结构方程式

REACTANTS

反应物

2
结构：NC(=O)CI
HCID3727

Iodoacetamide

C2H4INO

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(CC(N)=O)cc4s3)N(C(=O)OCC=C)C2)[C@H](C)[C@@H]2[C@@H]([C@@H](C)O)C(=O)N12.[I-]
HCID178459459

未命名化合物

收率 76.9%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CC(C)=O
溶剂HCID180

Acetone

C3H6O

PROCEDURE

实验过程

2-Iodoacetamide (96.1 mg) is added to a solution of 33.9 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) in 0.5 ml of dry acetone, and the mixture is stirred in an argon atmosphere at room temperature for 20 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 34.5 mg of allyl(1R,5S,6S)-2-[(3S,5S)-1-allyloxycarbonyl-5-[6-(carbamoylmethyl)imidazo[5,1-b]thiazolium-2-yl]methylpyrrolidin-3-yl]thio-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate iodide as a slightly yellow solid.

WORKUP

后处理

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