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HRID895099

反应详情

EQUATION

反应方程式

HRID 895099 的结构方程式

REACTANTS

反应物

3
结构：ICI
HCID6346

Methylene iodide

CH2I2

结构：CCCCCON=O
HCID10026

Pentyl nitrite

C5H11NO2

结构：CC(=O)OC[C@H]1O[C@@H](n2cnc3c(Cl)nc(N)nc32)[C@H](OC(C)=O)[C@@H]1OC(C)=O
HCID10788628

未命名化合物

PRODUCTS

生成物

1
结构：CC(=O)OC[C@H]1O[C@@H](n2cnc3c(Cl)nc(I)nc32)[C@H](OC(C)=O)[C@@H]1OC(C)=O
HCID482588

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CC#N
溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

To a solution of (2R,3R,4R,5R)-4-acetyloxy-5-(acetyloxymethyl)-2-(2-amino-6-chloropurin-9-yl)oxolan-3-yl acetate in acetonitrile was added diiodomethane and n-pentyl nitrite. The mixture was heated under nitrogen for 20 hours, then solvent removed under reduced pressure. The residue was purified by chromatography on silica gel, eluting with hexanes to hexanes/ethyl acetate 2:1, to provide (2R,3R,4R,5R)-4-acetyloxy-5-(acetyloxymethyl)-2-(6-chloro-2-iodopurin-9-yl)oxolan-3-yl acetate, which may be recrystallized from ethanol.

WORKUP

后处理

  1. temperatureThe mixture was heated under nitrogen for 20 hours
  2. customsolvent removed under reduced pressure
  3. customThe residue was purified by chromatography on silica gel
  4. washeluting with hexanes to hexanes/ethyl acetate 2:1