HRID10948

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID123228

Squaric acid diethyl ester

C8H10O4

结构：COC(=O)[C@H](Cc1ccc(-c2cccc(N)c2)cc1)NS(=O)(=O)c1c(C)cc(C)cc1C

HCID11430900

未命名化合物

PRODUCTS

生成物

结构：CCOc1c(Nc2cccc(-c3ccc(C[C@H](NS(=O)(=O)c4c(C)cc(C)cc4C)C(=O)OC)cc3)c2)c(=O)c1=O

HCID56989219

未命名化合物

收率 59%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1031

1-Propanol

C3H8O

PROCEDURE

实验过程

2 g of Methyl (2S)-3-(3′-amino[1,1′-biphenyl]-4-yl)-2-mesitylsulfonylamino-propanoate 12.1.2 were mixed with 0.75 g 3,4-diethoxy-3-cyclobuten-1,2-dion in 40 ml 1 propanol and refluxed for 20 h. Purification by flash chromatography (dichloromethane/acetic acid ethyl ester 10+1) yielded 1,5 g of the title compound.

WORKUP

后处理

temperaturerefluxed for 20 h
customPurification by flash chromatography (dichloromethane/acetic acid ethyl ester 10+1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-eeba8983ef704b9db8cf16948c3268c1
来源数据集: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07094911B2
来源说明: uspto-grants-2006_08

反应 SMILES

[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][C@H:15]([NH:20][S:21]([C:24]3[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=3[CH3:32])(=[O:23])=[O:22])[C:16]([O:18][CH3:19])=[O:17])=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:33]([O:35][C:36]1[C:37](=O)[C:38](=[O:43])[C:39]=1[O:40]CC)[CH3:34]>C(O)CC>[CH2:33]([O:35][C:36]1[C:39](=[O:40])[C:38](=[O:43])[C:37]=1[NH:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][C@H:15]([NH:20][S:21]([C:24]3[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[CH:26][C:25]=3[CH3:32])(=[O:23])=[O:22])[C:16]([O:18][CH3:19])=[O:17])=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1)[CH3:34]