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HRID653328

反应详情

EQUATION

反应方程式

HRID 653328 的结构方程式

REACTANTS

反应物

2
结构：CC(=O)OC[C@H]1O[C@H](O[C@@H]2[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OCCBr)O[C@@H]2COC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H]1OC(C)=O
HCID22887090

未命名化合物

结构：Nc1ccc(SCCO[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)cc1
HCID54286629

未命名化合物

PRODUCTS

生成物

1
结构：Nc1ccc(SCCO[C@@H]2O[C@H](CO)[C@H](O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)cc1
HCID54286630

未命名化合物

PROCEDURE

实验过程

2-Bromoethyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-αD-galactopyranosyl)-β-D-galactopyranoside (15) (170 mg; 0.23 mmol) was treated as above (compound 26). The crude product, that was obtained after the deacetylation reaction, was filtered through a column (SiO2, ethyl acetate/methanol 2:3) which gave the title compound (27) as an amorphous solid. Yield: 110 mg (97%). Chromatography (SiO2, chloroform/methanol/water 65:35:10; lower phase) gave an analytical sample: [α]D23 +70.6° (c 0.58; H2O); 1H-NMR (DMSO-D6 plus D2O, 50°) δ 7.13, 6.56 (d, 2H each, J=8.4 Hz, aromatic H), 4.83 (d, 1H, J=3.3 Hz, H1'), 4.14 (d, 1H, J=7.6 Hz, H1), 2.89 (t, 2H, J=7.5 Hz, CH2 --S) ppm. 13C-NMR (DMSO-D6 plus D2O) δ 149.1, 136.5, 124.8, 119.7 (aromatic C), 105.7, (Cl), 102.9 (Cl'), 79.8, 77.7, 75.1, 73.6, 73.5, 71.9, 71.7, 71.4, 70.8 (C2-C5, C2'-C5', CH2O), 63.3, 62.8 (C6, C6'), 37.6 (CH2Br) ppm.

WORKUP

后处理

  1. customThe crude product, that was obtained
  2. customafter the deacetylation reaction
  3. filtrationwas filtered through a column (SiO2, ethyl acetate/methanol 2:3) which