HRID723001

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID14798

Sodium Hydroxide

HNaO

HCID21584188

Chloroform methanol

C2H5Cl3O

结构：Cc1ccc(S(=O)(=O)NC(=N)NCCC[C@H](NC(=O)[C@H](CCCCNC(=O)OCc2ccccc2Cl)NC(=O)OC(C)(C)C)C(=O)N2CCC[C@H]2C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCNC(=O)OCc2ccccc2Cl)C(=O)OCc2ccccc2)cc1

HCID178427525

未命名化合物

PRODUCTS

生成物

结构：Cc1ccc(S(=O)(=O)NC(=N)NCCC[C@H](NC(=O)[C@H](CCCCNC(=O)OCc2ccccc2Cl)NC(=O)OC(C)(C)C)C(=O)N2CCC[C@H]2C(=O)N[C@@H](C)C(=O)N[C@@H](CCCCNC(=O)OCc2ccccc2Cl)C(=O)O)cc1

HCID178427524

未命名化合物

收率 86.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

2 次

CONDITIONS

反应条件

温度: 0 °C

PROCEDURE

实验过程

At 0° C. to the solution of 250 mg (0196 mmol) of Boc-Lys(ClZ)-Arg(Tos)-Pro-Ala-Lys(ClZ)-OBzl (SEQ ID NO: 15) in 6 ml of methanol 5 ml of the solution of NaOH in methanol (2 mol/L) were added. The reaction mixture was stirred at 0° C. for 2 h and TLC (chloroform/methanol, 15:1) indicated complete disappearance of Boc-Lys(ClZ)-Arg(Tos)-Pro-Ala-Lys(ClZ)-Obzl (SEQ ID NO: 15). The reaction mixture was neutralized to pH 7 and evaporated at room temperature to remove methanol. The residue was acidified to pH 1–2 with hydrochloric acid (2 mol/L) to provide 200 mg (86%) of the title compound as a colorless powder.

WORKUP

后处理

customevaporated at room temperature
customto remove methanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-16ca7ab399dd44c784551e51c28b30b4
来源数据集: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07138491B2
来源说明: uspto-grants-2006_11

反应 SMILES

[NH:1]([C:82]([O:84][C:85]([CH3:88])([CH3:87])[CH3:86])=[O:83])[C@H:2]([C:19]([NH:21][C@H:22]([C:40]([N:42]1[CH2:81][CH2:80][CH2:79][C@H:43]1[C:44]([NH:46][C@H:47]([C:49]([NH:51][C@H:52]([C:69]([O:71]CC1C=CC=CC=1)=[O:70])[CH2:53][CH2:54][CH2:55][CH2:56][NH:57][C:58]([O:60][CH2:61][C:62]1[CH:68]=[CH:67][CH:66]=[CH:65][C:63]=1[Cl:64])=[O:59])=[O:50])[CH3:48])=[O:45])=[O:41])[CH2:23][CH2:24][CH2:25][NH:26][C:27](=[NH:39])[NH:28][S:29]([C:32]1[CH:38]=[CH:37][C:35]([CH3:36])=[CH:34][CH:33]=1)(=[O:31])=[O:30])=[O:20])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][CH2:11][C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[Cl:14])=[O:9].[OH-].[Na+].C(Cl)(Cl)Cl.CO>CO>[NH:1]([C:82]([O:84][C:85]([CH3:86])([CH3:88])[CH3:87])=[O:83])[C@H:2]([C:19]([NH:21][C@H:22]([C:40]([N:42]1[CH2:81][CH2:80][CH2:79][C@H:43]1[C:44]([NH:46][C@H:47]([C:49]([NH:51][C@H:52]([C:69]([OH:71])=[O:70])[CH2:53][CH2:54][CH2:55][CH2:56][NH:57][C:58]([O:60][CH2:61][C:62]1[CH:68]=[CH:67][CH:66]=[CH:65][C:63]=1[Cl:64])=[O:59])=[O:50])[CH3:48])=[O:45])=[O:41])[CH2:23][CH2:24][CH2:25][NH:26][C:27](=[NH:39])[NH:28][S:29]([C:32]1[CH:33]=[CH:34][C:35]([CH3:36])=[CH:37][CH:38]=1)(=[O:31])=[O:30])=[O:20])[CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]([O:10][CH2:11][C:12]1[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=1[Cl:14])=[O:9]