HRID1265031

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：COCCOCN(c1onc(C)c1Cl)S(=O)(=O)c1csc2ncccc12

HCID18614049

未命名化合物

结构：CC(C)(C)[Si](C)(C)OCCc1cc2c(cc1C=O)OCO2

HCID18614052

未命名化合物

HCID178418306

未命名化合物

PRODUCTS

生成物

结构：COCCOCN(c1onc(C)c1Cl)S(=O)(=O)c1c(C(O)c2cc3c(cc2CCO[Si](C)(C)C(C)(C)C)OCO3)sc2ncccc12

HCID53873460

未命名化合物

收率 46.8%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

The title compound was prepared by the method of Example 4(B) using N-(4-chloro-3-methyl-5-isoxazolyl)-N-(methoxyethoxymethyl)thieno-[2,3-b]pyridine-3-sulfonamide (0.64 g, 1.5 mmoles) [Example 4(A)], THF (10 ml), t-BuLi (1.7 M, 1.2 ml, 2.0 mmoles), and 4,5-(methylenedioxy)-2-(2-{[(1,1-dimethylethyl)dimethylsilyl]oxy}ethyl)benzaldehyde (0.71 g, 2.3 mmoles; prepared according to Lin, et al. (1994) J. Am. Chem. Soc. 116:9791-9792). Flash chromatography (40% EtOAc/hexanes) provided 0.51 g (46%) of the title compound as a yellow solid.

WORKUP

后处理

customThe title compound was prepared by the method of Example 4(B)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b6a9af25c7b34a07af8cdf1139fc81db
来源数据集: uspto-grants-2003_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06545014B2
来源说明: uspto-grants-2003_04

反应 SMILES

[Cl:1][C:2]1[C:3]([CH3:26])=[N:4][O:5][C:6]=1[N:7]([CH2:20][O:21][CH2:22][CH2:23][O:24][CH3:25])[S:8]([C:11]1[C:19]2[C:14](=[N:15][CH:16]=[CH:17][CH:18]=2)[S:13][CH:12]=1)(=[O:10])=[O:9].[Li]C(C)(C)C.[CH2:32]1[O:42][C:41]2[C:34](=[CH:35][C:36]([CH2:43][CH2:44][O:45][Si:46]([C:49]([CH3:52])([CH3:51])[CH3:50])([CH3:48])[CH3:47])=[C:37]([CH:40]=2)[CH:38]=[O:39])[O:33]1>C1COCC1>[Cl:1][C:2]1[C:3]([CH3:26])=[N:4][O:5][C:6]=1[N:7]([CH2:20][O:21][CH2:22][CH2:23][O:24][CH3:25])[S:8]([C:11]1[C:19]2[C:14](=[N:15][CH:16]=[CH:17][CH:18]=2)[S:13][C:12]=1[CH:38]([OH:39])[C:37]1[CH:40]=[C:41]2[O:42][CH2:32][O:33][C:34]2=[CH:35][C:36]=1[CH2:43][CH2:44][O:45][Si:46]([C:49]([CH3:51])([CH3:50])[CH3:52])([CH3:47])[CH3:48])(=[O:9])=[O:10]