HRID635498

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8502

4-Nitrobenzoyl chloride

C7H4ClNO3

结构：O=C(COc1ccccc1)Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1

HCID10524130

2'-Deoxy-N6-phenoxyacetyladenosine

C18H19N5O5

HCID86584982

未命名化合物

PRODUCTS

生成物

结构：O=C(COc1ccccc1)Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COC(=O)c2ccc([N+](=O)[O-])cc2)O1

HCID15382694

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1049

Pyridine

C5H5N

2 次

PROCEDURE

实验过程

The synthesis of this product is carried out by reacting 1.1 eq of p-nitrobenzoyl chloride with 6-N-phenoxyacetyldeoxyadenosine for 4 hours in pyridine. After hydrolysis of the excess reagent, almost complete evaporation of the pyridine, and ethyl acetate/sodium bicarbonate extraction, the ethyl acetate phase is evaporated to dryness. The product is obtained by column chromatography with a gradient of methanol in chloroform (elution 4% methanol).

WORKUP

后处理

customThe synthesis of this product
customfor 4 hours
customthe ethyl acetate phase is evaporated to dryness
customThe product is obtained by column chromatography with a gradient of methanol in chloroform (elution 4% methanol)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-70f62e679ece4c38a1b08c7a43c9e407
来源数据集: uspto-grants-2001_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06187914B1
来源说明: uspto-grants-2001_02

反应 SMILES

[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[O:13]([CH2:20][C:21]([NH:23][C:24]1[C:25]2[N:26]=[CH:27][N:28]([C:37]=2[N:38]=[CH:39][N:40]=1)[C@@H:29]1[O:36][C@H:33]([CH2:34][OH:35])[C@@H:31]([OH:32])[CH2:30]1)=[O:22])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>N1C=CC=CC=1>[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([O:35][CH2:34][C@H:33]2[O:36][C@@H:29]([N:28]3[C:37]4[N:38]=[CH:39][N:40]=[C:24]([NH:23][C:21](=[O:22])[CH2:20][O:13][C:14]5[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=5)[C:25]=4[N:26]=[CH:27]3)[CH2:30][C@@H:31]2[OH:32])=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2]