HRID1390546

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID521998

4-Methylbenzenesulfonic acid hydrate

C7H10O4S

结构：COc1ccc2ccc(S(=O)(=O)N[C@@H](CCCNC(=N)N)C(=O)O)cc2c1.N#N

HCID178487531

未命名化合物

PRODUCTS

生成物

结构：COc1ccc2ccc(S(=O)(=O)N[C@@H](CCCNC(=N)N)C(=O)OCc3ccccc3)cc2c1.Cc1ccc(S(=O)(=O)O)cc1.N#N

HCID178487532

未命名化合物

收率 94%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID241

Benzene

C6H6

溶剂HCID244

Benzyl alcohol

C7H8O

PROCEDURE

实验过程

A mixture of 1.0 gram of N2 -(7-methoxy-2-naphthalenesulfonyl)-L-arginine, 1.0 gram of p-toluenesulfonic acid monohydrate in 5 ml of benzyl alcohol and 30 ml of benzene was refluxed for 5 hours, removing water by azeotropic distillation. After the solvent was removed by distillation, 100 ml of ethyl ether was added to the residae, giving a crystalline mass of N2 -(7-methoxy-2-naphthalenesulfonyl)-L-arginine benzyl ester p-toluenesulfonate in 94% yield; mp. 115 - 117° C.

WORKUP

后处理

temperaturewas refluxed for 5 hours
customremoving water
distillationby azeotropic distillation
customAfter the solvent was removed by distillation, 100 ml of ethyl ether
additionwas added to the residae

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1878b0b9cdb64449822afbf2db10a9ee
来源数据集: uspto-grants-1979_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04139529
来源说明: uspto-grants-1979_02

反应 SMILES

[N:1]#[N:2].[CH3:3][O:4][C:5]1[CH:14]=[C:13]2[C:8]([CH:9]=[CH:10][C:11]([S:15]([NH:18][C@H:19]([C:27]([OH:29])=[O:28])[CH2:20][CH2:21][CH2:22][NH:23][C:24](=[NH:26])[NH2:25])(=[O:17])=[O:16])=[CH:12]2)=[CH:7][CH:6]=1.O.[C:31]1([CH3:41])[CH:36]=[CH:35][C:34]([S:37]([OH:40])(=[O:39])=[O:38])=[CH:33][CH:32]=1>C(O)C1C=CC=CC=1.C1C=CC=CC=1>[N:1]#[N:2].[C:31]1([CH3:41])[CH:32]=[CH:33][C:34]([S:37]([OH:40])(=[O:38])=[O:39])=[CH:35][CH:36]=1.[CH2:41]([O:28][C:27](=[O:29])[C@H:19]([CH2:20][CH2:21][CH2:22][NH:23][C:24](=[NH:25])[NH2:26])[NH:18][S:15]([C:11]1[CH:10]=[CH:9][C:8]2[C:13](=[CH:14][C:5]([O:4][CH3:3])=[CH:6][CH:7]=2)[CH:12]=1)(=[O:16])=[O:17])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1