HRID1013534

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8472

Trimethyl phosphite

C3H9O3P

结构：CC(C)(C)OC(=O)Nc1ccc(-c2cccs2)cc1NC(=O)c1ccc(CNC(=O)OCCl)cc1

HCID57925931

未命名化合物

PRODUCTS

生成物

结构：COP(=O)(COC(=O)NCc1ccc(C(=O)Nc2cc(-c3cccs3)ccc2NC(=O)OC(C)(C)C)cc1)OC

HCID57925842

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

CONDITIONS

反应条件

温度: 100 °C

PROCEDURE

实验过程

Chloromethyl [4-({[2-[(tert-butoxycarbonyl)amino]-5-(2-thienyl)phenyl]amino}carbonyl)benzyl]carbamate (0.96 g, 1.860 mmol) and trimethyl phosphite (1 ml, 8.48 mmol) were combined in a microwave vial. The vial was capped and the reaction was allowed to heat for 3.5 hours at 100° C. The reaction was cooled and diluted with dichloromethane. The residue was purified by column chromatography on silica gel eluting with EtOAc/hexane. MS: calc'd 490 (MH+-Boc), exp 490 (MH+-Boc).

WORKUP

后处理

customThe vial was capped
temperatureThe reaction was cooled
customThe residue was purified by column chromatography on silica gel eluting with EtOAc/hexane

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-07937bf38cb34f0db14ef02f6998cb5e
来源数据集: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07981874B2
来源说明: uspto-grants-2011_07

反应 SMILES

[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)=[CH:11][C:10]=1[NH:20][C:21]([C:23]1[CH:35]=[CH:34][C:26]([CH2:27][NH:28][C:29](=[O:33])[O:30][CH2:31]Cl)=[CH:25][CH:24]=1)=[O:22])=[O:7])([CH3:4])([CH3:3])[CH3:2].[P:36]([O:41]C)([O:39][CH3:40])[O:37][CH3:38]>ClCCl>[C:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)=[CH:11][C:10]=1[NH:20][C:21]([C:23]1[CH:35]=[CH:34][C:26]([CH2:27][NH:28][C:29]([O:30][CH2:31][P:36](=[O:41])([O:39][CH3:40])[O:37][CH3:38])=[O:33])=[CH:25][CH:24]=1)=[O:22])=[O:7])([CH3:4])([CH3:3])[CH3:2]