HRID1792091

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：COc1ccc(C(Cl)(c2ccccc2)c2ccc(OC)cc2)cc1

HCID96831

1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene)

C21H19ClO2

HCID516892

Sodium Bicarbonate

CHNaO3

结构：CC(C)C(=O)Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O2)c(=O)[nH]1

HCID135909437

未命名化合物

PRODUCTS

生成物

结构：COc1ccc(C(O[C@H]2C[C@H](n3cnc4c(=O)[nH]c(NC(=O)C(C)C)nc43)O[C@@H]2CO[Si](C)(C)C(C)(C)C)(c2ccccc2)c2ccc(OC)cc2)cc1

HCID136334533

未命名化合物

收率 698.5%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1049

Pyridine

C5H5N

3 次

CONDITIONS

反应条件

温度: 40 °C

PROCEDURE

实验过程

N2-isobutyryl-5′-O-(tert-butyldimethylsilyl)-2′-deoxyguanosine (19.8 g) was dissolved in 100 ml of anhydrous pyridine. 4,4′-dimethoxytrityl chloride (1.66 g) was added to the resultant solution and 140 ml of anhydrous pyridine was further added, follow by stirring at 40° C. After the reaction completed, the reaction mixture was neutralized by sodium hydrogen carbonate and pyridine was distilled off. Extraction using chloroform was carried out and the extract was washed by a saturated aqueous solution of sodium chloride and dried with anhydrous magnesium sulfate. The extract was concentrated and purified by column chromatography (ethyl acetate/hexane) to obtain 25.8 g of the titled compound (yield: 78%).

WORKUP

后处理

additionwas further added
distillationwas distilled off
extractionExtraction
washthe extract was washed by a saturated aqueous solution of sodium chloride
dry with materialdried with anhydrous magnesium sulfate
concentrationThe extract was concentrated
custompurified by column chromatography (ethyl acetate/hexane)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c98c3a80fa4e45bcbe3bfa72698996ee
来源数据集: uspto-grants-2006_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07074917B2
来源说明: uspto-grants-2006_07

反应 SMILES

[C:1]([NH:6][C:7]1[NH:8][C:9](=[O:31])[C:10]2[N:11]=[CH:12][N:13]([C:29]=2[N:30]=1)[C@@H:14]1[O:28][C@H:18]([CH2:19][O:20][Si:21]([C:24]([CH3:27])([CH3:26])[CH3:25])([CH3:23])[CH3:22])[C@@H:16]([OH:17])[CH2:15]1)(=[O:5])[CH:2]([CH3:4])[CH3:3].[CH3:32][O:33][C:34]1[CH:55]=[CH:54][C:37]([C:38](Cl)([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[C:39]2[CH:44]=[CH:43][C:42]([O:45][CH3:46])=[CH:41][CH:40]=2)=[CH:36][CH:35]=1.C(=O)([O-])O.[Na+]>N1C=CC=CC=1>[C:1]([NH:6][C:7]1[NH:8][C:9](=[O:31])[C:10]2[N:11]=[CH:12][N:13]([C:29]=2[N:30]=1)[C@@H:14]1[O:28][C@H:18]([CH2:19][O:20][Si:21]([C:24]([CH3:26])([CH3:25])[CH3:27])([CH3:23])[CH3:22])[C@@H:16]([O:17][C:38]([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)([C:39]2[CH:44]=[CH:43][C:42]([O:45][CH3:46])=[CH:41][CH:40]=2)[C:37]2[CH:36]=[CH:35][C:34]([O:33][CH3:32])=[CH:55][CH:54]=2)[CH2:15]1)(=[O:5])[CH:2]([CH3:4])[CH3:3]