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HRID1162645

反应详情

EQUATION

反应方程式

HRID 1162645 的结构方程式

REACTANTS

反应物

2
结构：CCCC[N+](CCCC)(CCCC)CCCC.[F-]
HCID2724141

Tetra-n-butylammonium fluoride

C16H36FN

结构：Cc1ccc(S(=O)(=O)O[C@H]2CN(C(=O)OC(C)(C)C)C[C@@H]2N=[N+]=[N-])cc1
HCID58748345

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)(C)OC(=O)N1C[C@@H](F)[C@@H](N=[N+]=[N-])C1
HCID58748313

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

38.2 A solution of 440 mg (3S,4S)-3-azido-4-(toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester in 8.6 ml 1M tetrabutylammonium fluoride solution in THF was stirred overnight at r.t. The reaction mixture was concentrated. The crude product was isolated by column chromatography (silica gel, gradient: cyclohexane->cyclohexane/EtOAc 1:1) to give 150 mg (3S,4R)-3-azido-4-fluoro-pyrrolidine-1-carboxylic acid tert-butyl ester as colorless liquid. MS 230 ([M])

WORKUP

后处理

  1. concentrationThe reaction mixture was concentrated
  2. customThe crude product was isolated by column chromatography (silica gel, gradient: cyclohexane->cyclohexane/EtOAc 1:1)