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HRID351393

反应详情

EQUATION

反应方程式

HRID 351393 的结构方程式

REACTANTS

反应物

2
结构：CCC[CH2][SnH]([CH2]CCC)[CH2]CCC
HCID5948

Tributyltin

C12H28Sn

结构：CC(C)(C)OC(=O)N1C(=O)[C@@H]2C[C@@H]1[C@@H](I)C[C@@H]2NC(=O)OCc1ccccc1
HCID68766763

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)N1C(=O)[C@@H]2C[C@H]1CC[C@@H]2NC(=O)OCc1ccccc1
HCID68765971

未命名化合物

收率 91%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：CC(C)(C#N)N=NC(C)(C)C#N
催化剂HCID6547

Azobisisobutyronitrile

C8H12N4

结构：c1ccccc1
溶剂HCID241

Benzene

C6H6

PROCEDURE

实验过程

A sample of (1R,2S,4S,5R)-2-benzyloxycarbonylamino-4-iodo-7-oxo-6-aza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl ester (43.3 g) was dissolved in benzene (580 mL) prior to the addition of Bu3SnH (27.8 g) and AIBN (0.7 g). The resulting mixture was warmed to a gentle reflux for 3 h. After cooling, the solvent was removed and hexane was added. The resulting white solid was collected by vacuum filtration to give (1R,2S,5R)-2-benzyloxycarbonylamino-7-oxo-6-aza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl ester (29.5 g). MS found: (M+Na)+=397.4.

WORKUP

后处理

  1. temperatureThe resulting mixture was warmed to
  2. temperaturea gentle reflux for 3 h
  3. temperatureAfter cooling
  4. customthe solvent was removed
  5. additionhexane was added
  6. filtrationThe resulting white solid was collected by vacuum filtration