HRID2306848

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8028

Tetrahydrofuran

C4H8O

HCID15908

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

C8H17N3

HCID79001

未命名化合物

结构：O=Cc1c(COc2ccc3ccccc3c2)n(CCCC(=O)O)c2ccc(NC(=O)C3CCCC3)cc12

HCID9913828

未命名化合物

PRODUCTS

生成物

结构：O=Cc1c(COc2ccc3ccccc3c2)n(CCCC(=O)NS(=O)(=O)C(F)(F)F)c2ccc(NC(=O)C3CCCC3)cc12

HCID9917234

未命名化合物

收率 94%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID22728543

未命名化合物

CONDITIONS

反应条件

温度: 25 °C

PROCEDURE

实验过程

The acid (1 eq) from step 1 of Example 53A was weighed into a flask and to this was added EDCI (1.35 eq) DMAP (1.1 eq), trifluoromethanesulfonamide (1.05 eq) followed by anhydrous THF (0.026 M) and the reaction mixture was stirred at 25° C., 3 h. Worked up with ethyl acetate/water followed by washing the organic layer with 0.05N HCl, saturated bicarbonate and brine. Chromatographic purification then afforded the desired product in 94% yield.

WORKUP

后处理

washby washing the organic layer with 0.05N HCl, saturated bicarbonate and brine
customChromatographic purification

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4aae05e37ce144598245b369e1eb5cf0
来源数据集: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06828344B1
来源说明: uspto-grants-2004_12

反应 SMILES

[CH:1]1([C:6]([NH:8][C:9]2[CH:10]=[C:11]3[C:15](=[CH:16][CH:17]=2)[N:14]([CH2:18][CH2:19][CH2:20][C:21](O)=[O:22])[C:13]([CH2:24][O:25][C:26]2[CH:35]=[CH:34][C:33]4[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH:27]=2)=[C:12]3[CH:36]=[O:37])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.CCN=C=NCCCN(C)C.[F:49][C:50]([F:56])([F:55])[S:51]([NH2:54])(=[O:53])=[O:52].C1COCC1>C(OCC)(=O)C.O>[CH:36]([C:12]1[C:11]2[C:15](=[CH:16][CH:17]=[C:9]([NH:8][C:6]([CH:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)=[O:7])[CH:10]=2)[N:14]([CH2:18][CH2:19][CH2:20][C:21](=[O:22])[NH:54][S:51]([C:50]([F:56])([F:55])[F:49])(=[O:53])=[O:52])[C:13]=1[CH2:24][O:25][C:26]1[CH:35]=[CH:34][C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=1)=[O:37]