HRID23585

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID795

Imidazole

C3H4N2

2 次

HCID962

Water

H2O

HCID28928

Chloro(1,1-dimethylethyl)dimethylsilane

C6H15ClSi

结构：C=CCN([C@H](C(=O)N1CC[C@H](O)C1)c1ccccc1)S(=O)(=O)c1ccccc1[N+](=O)[O-]

HCID20756543

未命名化合物

PRODUCTS

生成物

结构：C=CCN([C@H](C(=O)N1CC[C@H](O[Si](C)(C)C(C)(C)C)C1)c1ccccc1)S(=O)(=O)c1ccccc1[N+](=O)[O-]

HCID20756544

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

To a stirred solution N-allyl-N-[2-(3-(S)-hydroxy-pyrrolidin-1-yl)-2-oxo-1-(S)-phenyl-ethyl]-2-nitro-benzenesulfonamide (7.13 g, 16.0 mmol) in anhydrous dimethylformamide (16 cm3) was added imidazole (2.18 g, 32.0 mmol). When the imidazole dissolved tert-butyldimethylsilyl chloride was added and stirred at ambient temperature for 3 hours. The solution was poured into water (200 cm3), extracted with ethyl ether (3×50 cm3), washed with water (2×40 cm3), brine (40 cm3), dried over sodium sulfate, vacuum filtered and the volatile fractions removed in vacuo to a yellow glass (8.73 g, 97.4%) with a positive ion ESI (M+H)+560.3

WORKUP

后处理

additionwas added
extractionextracted with ethyl ether (3×50 cm3)
washwashed with water (2×40 cm3), brine (40 cm3)
dry with materialdried over sodium sulfate, vacuum
filtrationfiltered
customthe volatile fractions removed in vacuo to a yellow glass (8.73 g, 97.4%) with a positive ion ESI (M+H)+560.3

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-da08ae8ff8114830a09c70041522da9c
来源数据集: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06852713B2
来源说明: uspto-grants-2005_02

反应 SMILES

[CH2:1]([N:4]([C@@H:17]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:18]([N:20]1[CH2:24][CH2:23][C@H:22]([OH:25])[CH2:21]1)=[O:19])[S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])(=[O:7])=[O:6])[CH:2]=[CH2:3].N1C=CN=C1.[Si:37](Cl)([C:40]([CH3:43])([CH3:42])[CH3:41])([CH3:39])[CH3:38].O>CN(C)C=O>[CH2:1]([N:4]([C@@H:17]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:18]([N:20]1[CH2:24][CH2:23][C@H:22]([O:25][Si:37]([C:40]([CH3:43])([CH3:42])[CH3:41])([CH3:39])[CH3:38])[CH2:21]1)=[O:19])[S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-:16])=[O:15])(=[O:6])=[O:7])[CH:2]=[CH2:3]