HRID1859563

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID1049

Pyridine

C5H5N

HCID10130885

tosyl bromide

C7H7BrO2S

结构：CC(C)c1cc(NC(=O)OC(C)(C)C)c(NC(=O)OC(C)(C)C)cc1S

HCID131723783

未命名化合物

PRODUCTS

生成物

结构：Cc1ccc(S(=O)(=O)Sc2cc(NC(=O)OC(C)(C)C)c(NC(=O)OC(C)(C)C)cc2C(C)C)cc1

HCID69753768

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

The title compound was prepared according to the General Method 15 using (2-tert-butyoxycarbonylamino-4-isopropyl-5-mercapto-phenyl)-carbamic acid tert-butyl ester (prepared in Example TT-1; 22.1 mmol), tosyl bromide (5.2 g, 22 mmol), pyridine (5 mL), and EtOAc (50 mL). The crude product was purified by flash chromatography (5%-60% EtOAc in hexanes as eluents). 1H-NMR (CDCl3): δ0.97 (s, 6 H), 1.53 (s, 18 H), 2.4 (s, 3 H), 3.2 (m, 1 H), 7.11 (br s, 1 H), 7.22 (d, 2 H), 7.28 (s, 1 H), 7.36 (s, 1 H), 7.5 (d, 2 H), 7.75 (br s, 1 H).

WORKUP

后处理

customThe crude product was purified by flash chromatography (5%-60% EtOAc in hexanes as eluents)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b41932390be24ef7bbccefeb369fe5a7
来源数据集: uspto-grants-2003_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06528510B1
来源说明: uspto-grants-2003_03

反应 SMILES

[C:1]([O:5][C:6](=[O:26])[NH:7][C:8]1[CH:13]=[C:12]([SH:14])[C:11]([CH:15]([CH3:17])[CH3:16])=[CH:10][C:9]=1[NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])([CH3:4])([CH3:3])[CH3:2].[S:27](Br)([C:30]1[CH:36]=[CH:35][C:33]([CH3:34])=[CH:32][CH:31]=1)(=[O:29])=[O:28].N1C=CC=CC=1>CCOC(C)=O>[C:22]([O:21][C:19]([NH:18][C:9]1[C:8]([NH:7][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:26])=[CH:13][C:12]([S:14][S:27]([C:30]2[CH:36]=[CH:35][C:33]([CH3:34])=[CH:32][CH:31]=2)(=[O:29])=[O:28])=[C:11]([CH:15]([CH3:16])[CH3:17])[CH:10]=1)=[O:20])([CH3:24])([CH3:23])[CH3:25]