HRID2418598

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

HCID75771

1-Hydroxybenzotriazole

C6H5N3O

结构：CSCC[C@H](NC(=O)[C@@H](N)CCC(C)C)C(N)=O.Cl

HCID131713703

未命名化合物

结构：Cc1ccc(S(=O)(=O)NC(=N)NCCC[C@@H](NC(=O)OC(C)(C)C)C(=O)O)cc1

HCID178427598

未命名化合物

PRODUCTS

生成物

结构：CSCC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CCCNC(=N)NS(=O)(=O)c1ccc(C)cc1)NC(=O)OC(C)(C)C)C(N)=O

HCID178503709

未命名化合物

收率 54%

PROCEDURE

实验过程

Condensation of BocDArg(Tos)OH (2.14 g.) and HLeu-MetNH2 hydrochloride salt (Example 1, 1.49 g.) using dicyclohexylcarbodiimide and 1-hydroxybenzotriazole gave BocDArg(Tos)-Leu-MetNH2 in 54% yield. De-t-butoxycarbonylation of BocDArg(Tos)-Leu-MetNH2 (1.7 g.) using hydrogen chloride in dioxane gave HDArg(Tos)-Leu-MetNH2 in 45% yield.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-5218ec8967044e99b0715a5975325eee
来源数据集: uspto-grants-1984_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04472305
来源说明: uspto-grants-1984_09

反应 SMILES

[NH:1]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[C@@H:2]([C:20]([OH:22])=O)[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:19])[NH:8][S:9]([C:12]1[CH:18]=[CH:17][C:15]([CH3:16])=[CH:14][CH:13]=1)(=[O:11])=[O:10].[NH2:30][C@H:31]([C:37]([NH:39][C@H:40]([C:45]([NH2:47])=[O:46])[CH2:41][CH2:42][S:43][CH3:44])=[O:38])[CH2:32][CH2:33][CH:34](C)C.Cl.[CH:49]1(N=C=NC2CCCCC2)CCCCC1.ON1C2C=CC=CC=2N=N1>>[NH:1]([C:23]([O:25][C:26]([CH3:28])([CH3:27])[CH3:29])=[O:24])[C@@H:2]([C:20]([NH:30][C@H:31]([C:37]([NH:39][C@H:40]([C:45]([NH2:47])=[O:46])[CH2:41][CH2:42][S:43][CH3:44])=[O:38])[CH2:32][CH:33]([CH3:34])[CH3:49])=[O:22])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:19])[NH:8][S:9]([C:12]1[CH:13]=[CH:14][C:15]([CH3:16])=[CH:17][CH:18]=1)(=[O:10])=[O:11]