HRID23490

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)(C)OC(=O)Nc1cc(S)c(C(C)(C)C)cc1NC(=O)OC(C)(C)C

HCID54379200

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)C)cc1

HCID69756247

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-butoxycarbonylamino-4-tert-butyl-5-mercapto-phenyl)-carbamic acid tert-butyl ester (prepared in Example TT-2; 16.9 g, 42.8 mmol), tosyl bromide (10.04 g, 42.76 mmol), pyridine (10 mL), and EtOAc (150 mL). The crude product was purified by flash chromatography (5%-60% EtOAc in hexanes as eluents). 1H-NMR (CDCl3): δ 1.19 (s, 9H), 1.53 (s, 18H), 2.42 (s, 3H), 6.42 (br s, 1H), 7.22 (d, 2H), 7.28 (s, 1H), 7.5 (m, 3H), 7.87 (br s, 1H).

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-5aed4de9854645f991bdac1de12bfd1e
来源数据集: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06852711B2
来源说明: uspto-grants-2005_02

反应 SMILES

[C:1]([O:5][C:6](=[O:27])[NH:7][C:8]1[CH:13]=[C:12]([SH:14])[C:11]([C:15]([CH3:18])([CH3:17])[CH3:16])=[CH:10][C:9]=1[NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])([CH3:4])([CH3:3])[CH3:2].[S:28](Br)([C:31]1[CH:37]=[CH:36][C:34]([CH3:35])=[CH:33][CH:32]=1)(=[O:30])=[O:29].N1C=CC=CC=1>CCOC(C)=O>[C:23]([O:22][C:20]([NH:19][C:9]1[C:8]([NH:7][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:27])=[CH:13][C:12]([S:14][S:28]([C:31]2[CH:37]=[CH:36][C:34]([CH3:35])=[CH:33][CH:32]=2)(=[O:30])=[O:29])=[C:11]([C:15]([CH3:16])([CH3:17])[CH3:18])[CH:10]=1)=[O:21])([CH3:26])([CH3:25])[CH3:24]