huagongshe.com
HRID129956

反应详情

EQUATION

反应方程式

HRID 129956 的结构方程式

REACTANTS

反应物

2
结构：Cc1cn([C@H]2C[C@H](N=[N+]=[N-])[C@@H](CO)O2)c(=O)[nH]c1=O
HCID35370

3'-Azido-3'-deoxythymidine

C10H13N5O4

结构：[H][H]
HCID178418361

未命名化合物

PRODUCTS

生成物

1
结构：Cc1cn([C@H]2C[C@H](N)[C@@H](CO)O2)c(=O)[nH]c1=O
HCID108074

1-(3-Amino-2,3-dideoxypentofuranosyl)-4-hydroxy-5-methylpyrimidin-2(1H)-one

C10H15N3O4

收率 87.8%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：[Pd]
催化剂HCID23938

Palladium

Pd

结构：CCO
溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

A slurry of 2.17 g of 3'-azido-3'-deoxythymidine (Aldrich, Milwaukee, Wis.) and 0.91 g of 10% Pd/C in 25 ml of ethanol were vigorously stirred under 1 atm. of hydrogen for 4 hr. The mixture was filtered through celite, washed with methanol, and the filtrate was evap. Purification by chromatography on silica (2 to 40% methanol/DCM) gave 1.72 g of 3'-amino-3'-deoxythymidine as a light yellow solid: NMR (300 MHz,d6-DMSO) δ7.76 (s,1H), 6.07 (t,1H,J=6 Hz), 4.97 (m,1H), 3.5-3.7 (m,3H), 3.39 (q,1H,J=7 Hz), 3.33 (br,2H), 1.9-2.15 (m,2H), 1.77 (s,3H).

WORKUP

后处理

  1. filtrationThe mixture was filtered through celite
  2. washwashed with methanol
  3. customPurification by chromatography on silica (2 to 40% methanol/DCM)