HRID1602961

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCn1c2ccccc2c2cc(C(O)c3cn([C@@H]4O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]4O[Si](C)(C)C(C)(C)C)c(=O)[nH]c3=O)ccc21

HCID18394974

未命名化合物

PRODUCTS

生成物

结构：CCn1c2ccccc2c2cc(Cc3cn([C@@H]4O[C@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@H]4O[Si](C)(C)C(C)(C)C)c(=O)[nH]c3=O)ccc21

HCID18394976

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

The product of step (i) (15.83 g) was subjected to hydrogenolysis at 2.5 atmospheres in ethanol (200 ml) using 10% palladium on charcoal (1 g) until reaction was complete by thin layer chromatographical analysis. The catalyst was filtered and the mother liquor collected. The solvent was removed under reduced pressure. The remaining residue was purified by flash silica-gel chromatography to afford 5-(9-ethylcarbazol-3-ylmethyl)-2',3',5'-tris-O-((1,1-dimethylethyl)dimethylsilyl)uridine as a yellow foam.

WORKUP

后处理

customuntil reaction
filtrationThe catalyst was filtered
customthe mother liquor collected
customThe solvent was removed under reduced pressure
customThe remaining residue was purified by flash silica-gel chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e15a29b02d5f4743bd079e2c1c8f4afd
来源数据集: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05985849
来源说明: uspto-grants-1999_11

反应 SMILES

[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([CH:16](O)[C:17]3[C:18](=[O:54])[NH:19][C:20](=[O:53])[N:21]([CH:52]=3)[C@@H:22]3[O:51][C@H:41]([CH2:42][O:43][Si:44]([C:47]([CH3:50])([CH3:49])[CH3:48])([CH3:46])[CH3:45])[C@@H:32]([O:33][Si:34]([C:37]([CH3:40])([CH3:39])[CH3:38])([CH3:36])[CH3:35])[C@H:23]3[O:24][Si:25]([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26])=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2]>C(O)C.[Pd]>[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][C:12]([CH2:16][C:17]3[C:18](=[O:54])[NH:19][C:20](=[O:53])[N:21]([CH:52]=3)[C@@H:22]3[O:51][C@H:41]([CH2:42][O:43][Si:44]([C:47]([CH3:50])([CH3:49])[CH3:48])([CH3:46])[CH3:45])[C@@H:32]([O:33][Si:34]([C:37]([CH3:38])([CH3:39])[CH3:40])([CH3:35])[CH3:36])[C@H:23]3[O:24][Si:25]([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26])=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2]