HRID413216

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID9550

Diazomethane

CH2N2

结构：COC(=O)C=Cc1ccc(C(=O)NC[C@H](NC(=O)OCC23CC4CC(CC(C4)C2)C3)C(=O)OC(C)(C)C)s1

HCID57143301

未命名化合物

PRODUCTS

生成物

结构：COC(=O)C1CC1c1ccc(C(=O)NC[C@H](NC(=O)OCC23CC4CC(CC(C4)C2)C3)C(=O)OC(C)(C)C)s1

HCID57248699

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID167845

Diacetatopalladium

C4H6O4Pd

溶剂HCID3283

Diethyl Ether

C4H10O

PROCEDURE

实验过程

The compound was synthesized analogously to example 3, step b) from 108 mg (0.2 mmol) of 3-(5-(((2S)-2-(1-adamantylmethoxycarbonylamino)-2-tert-butoxycarbonylethyl)carbamoyl)-2-thienyl)-acrylic acid methyl ester and a diazomethane solution in ether (generated from 0.5 g of N-nitroso-N-methyl-urea) in the presence of 10 mg palladium diacetate. 105 mg of a colourless oil were obtained which was sufficiently pure for use in the subsequent step.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-acac8004e8fd4a94a9e4e50331f72b5f
来源数据集: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06566366B1
来源说明: uspto-grants-2003_05

反应 SMILES

[CH3:1][O:2][C:3](=[O:38])[CH:4]=[CH:5][C:6]1[S:7][C:8]([C:11](=[O:37])[NH:12][CH2:13][C@H:14]([NH:22][C:23]([O:25][CH2:26][C:27]23[CH2:36][CH:31]4[CH2:32][CH:33]([CH2:35][CH:29]([CH2:30]4)[CH2:28]2)[CH2:34]3)=[O:24])[C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=[CH:9][CH:10]=1.[N+](=[CH2:41])=[N-]>CCOCC.C([O-])(=O)C.C([O-])(=O)C.[Pd+2]>[CH3:1][O:2][C:3]([CH:4]1[CH2:41][CH:5]1[C:6]1[S:7][C:8]([C:11](=[O:37])[NH:12][CH2:13][C@H:14]([NH:22][C:23]([O:25][CH2:26][C:27]23[CH2:36][CH:31]4[CH2:32][CH:33]([CH2:35][CH:29]([CH2:30]4)[CH2:28]2)[CH2:34]3)=[O:24])[C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=[CH:9][CH:10]=1)=[O:38]