HRID720936

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

结构：COc1cc2c(c(OC)c1OC)-c1ccc(O)cc1C(NC(C)=O)CC2

HCID97865

未命名化合物

HCID21893884

未命名化合物

PRODUCTS

生成物

结构：COc1cc2c(c(OC)c1OC)-c1ccc(OC(=O)CCNC(=O)CNC(=O)OC(C)(C)C)cc1[C@@H](NC(C)=O)CC2

HCID69586968

未命名化合物

收率 61%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

A mixture of N-acetyl-colchicinol (0.357 g; 1 mmol), DCCI (0.248 g; 1.2 mmol), DMAP (0.025 g; 0.2 mmol) and (7) (0.246 g; 1 mmol) in dichloromethane (7 ml) was stirred under argon atmosphere for 5 hours. After removal of the insoluble material by filtration the residue was purified by flash chromatography eluting with dichloromethane/ethanol (92/8) to give (4) as a foam.

WORKUP

后处理

customAfter removal of the insoluble material
filtrationby filtration the residue
customwas purified by flash chromatography
washeluting with dichloromethane/ethanol (92/8)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-efb6252309a44addb99e4cf18d2c0787
来源数据集: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07135502B1
来源说明: uspto-grants-2006_11

反应 SMILES

[CH3:1][C:2]([NH:4][CH:5]1[C:15]2[CH:16]=[C:17]([OH:20])[CH:18]=[CH:19][C:14]=2[C:13]2[C:8](=[CH:9][C:10]([O:25][CH3:26])=[C:11]([O:23][CH3:24])[C:12]=2[O:21][CH3:22])[CH2:7][CH2:6]1)=[O:3].C1CCC(N=C=NC2CCCCC2)CC1.[C:42]([O:46][C:47]([NH:49][CH2:50][C:51]([NH:53][CH2:54][CH2:55][C:56](O)=[O:57])=[O:52])=[O:48])([CH3:45])([CH3:44])[CH3:43]>CN(C1C=CN=CC=1)C.ClCCl>[C:42]([O:46][C:47]([NH:49][CH2:50][C:51]([NH:53][CH2:54][CH2:55][C:56]([O:20][C:17]1[CH:18]=[CH:19][C:14]2[C:13]3[C:12]([O:21][CH3:22])=[C:11]([O:23][CH3:24])[C:10]([O:25][CH3:26])=[CH:9][C:8]=3[CH2:7][CH2:6][C@H:5]([NH:4][C:2](=[O:3])[CH3:1])[C:15]=2[CH:16]=1)=[O:57])=[O:52])=[O:48])([CH3:45])([CH3:44])[CH3:43]