HRID720932

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

结构：CC(C)(C)OC(=O)NCCCC[C@@H](NC(=O)OC(C)(C)C)C(=O)NCCC(=O)O

HCID54461858

未命名化合物

PRODUCTS

生成物

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

HCID69586384

未命名化合物

收率 32%

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 3-{[(2R)-2,6-di(tertbutoxycarbonylamino)hexanoyl]amino}propanoic acid (2) (0.178 g; 0.5 mmol), DCCI (0.124 g; 0.6 mmol), DMAP (0.013 g; 0.1 mmol) and N-acetyl-colchicinol (0.25 g; 1.2 mmol) in dichloromethane was stirred under argon atmosphere at ambient temperature for 5 hours. After filtration of the insoluble material the residue was purified by flash chromatography eluting with dichloromethane/ethanol (95/5) to give (1).

WORKUP

后处理

filtrationAfter filtration of the insoluble material the residue
customwas purified by flash chromatography
washeluting with dichloromethane/ethanol (95/5)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-114634f21c3a4a9fa0eecc265ffb4bb8
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

[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C:10]([NH:12][CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].C1CCC(N=C=NC2CCCCC2)CC1.[CH3:45][C:46]([NH:48][CH:49]1[C:59]2[CH:60]=[C:61](O)[CH:62]=[CH:63][C:58]=2[C:57]2[C:52](=[CH:53][C:54]([O:69][CH3:70])=[C:55]([O:67][CH3:68])[C:56]=2[O:65][CH3:66])[CH2:51][CH2:50]1)=[O:47]>CN(C1C=CN=CC=1)C.ClCCl>[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:18][CH2:19][CH2:20][CH2:21][NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C:10]([NH:12][CH2:13][CH2:14][C:15]([O:17][C:61]1[CH:62]=[CH:63][C:58]2[C:57]3[C:56]([O:65][CH3:66])=[C:55]([O:67][CH3:68])[C:54]([O:69][CH3:70])=[CH:53][C:52]=3[CH2:51][CH2:50][C@H:49]([NH:48][C:46](=[O:47])[CH3:45])[C:59]=2[CH:60]=1)=[O:16])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]