huagongshe.com
HRID2248933

反应详情

EQUATION

反应方程式

HRID 2248933 的结构方程式

REACTANTS

反应物

1
结构：O=C(OC[C@H]1O[C@@H](n2c(=O)sc3c(=O)[nH]cnc32)[C@H](OC(=O)c2ccccc2)[C@@H]1OC(=O)c1ccccc1)c1ccccc1
HCID135981684

Thiazolo[4,5-d]pyrimidine-2,7(3H,4H)-dione, 3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-

C31H23N3O9S

PRODUCTS

生成物

1
结构：O=c1[nH]cnc2c1sc(=O)n2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
HCID136058528

未命名化合物

收率 57%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：N
溶剂HCID222

Ammonia gas

H3N

PROCEDURE

实验过程

Compound 9 (1.0 g, 1.63 mmol) was combined with methanolic ammonia (saturated at 0° C., 50 mL) and heated at 90° C. for 14 h in a steel bomb. The solvent was evaporated and the residue was treated with hot benzene which was decanted off. The resulting solid was purified by silica gel flash chromatography using chloroform and then CHCl3 -MeOH (6:1) to yield 280 mg (57%) of 10 after crystallization from water: mp 216°-218° C.: UV λmax (pH 1) 217 nm (ε 25,300), 259 (9700), 286 (6300): 1H NMR (DMSO-d6) δ 5.85 (d, J=5.1 Hz, 1H, C1, H), 8.30 (s, 1H, C5H), 13.09 (b, 1H, N6H, exchanges with D2O), and other sugar protons. Anal. Calcd. for C10H11N3O6S: C, 39.87: H, 3.68: N, 13.95: S, 10.64. 3.61: N, 14.06: S, 10.43.

WORKUP

后处理

  1. customThe solvent was evaporated
  2. additionthe residue was treated with hot benzene which
  3. customwas decanted off
  4. customThe resulting solid was purified by silica gel flash chromatography