HRID1395814

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

HCID3939

Lithium hydroxide anhydrous

HLiO

结构：COC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)[C@H](CCCNC(=N)N)N(C(=O)CN(C)C(=O)OC(C)(C)C)[N+](=O)[O-])C(C)C

HCID178501375

未命名化合物

PRODUCTS

生成物

结构：CC(C)[C@H](NC(=O)[C@H](CCCNC(=N)N)N(C(=O)CN(C)C(=O)OC(C)(C)C)[N+](=O)[O-])C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)O

HCID178448347

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

10.0 g of t-butoxycarbonylsarcosylnitroarginylvalyltyrosine methyl ester is dissolved in 30 ml of methanol. To this solution is added 60 ml of 1 N lithium hydroxide. The reaction mixture is stirred for three hours, then neutralized with 1 N hydrochloric acid to pH 7. The solvent is removed by vacuum and the residue is dissolved in N,N-dimethylformamide. The solution is filtered and the solvent removed by vacuum. The residue is dissolved in methanol/2-propanol. The alcohol solution is added to 1 liter of cold rapidly stirring ethyl ether. The white precipitate is filtered and dried in vacuo to afford t-butoxycarbonylsarcosylnitroarginylvalyltyrosine.

WORKUP

后处理

customThe solvent is removed by vacuum
dissolutionthe residue is dissolved in N,N-dimethylformamide
filtrationThe solution is filtered
customthe solvent removed by vacuum
dissolutionThe residue is dissolved in methanol/2-propanol
additionThe alcohol solution is added to 1 liter of cold rapidly stirring ethyl ether
filtrationThe white precipitate is filtered
customdried in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a6240c34dd0949ffb19903d27ea79d7f
来源数据集: uspto-grants-1980_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04204991
来源说明: uspto-grants-1980_05

反应 SMILES

C[O:2][C:3](=[O:47])[C@H:4]([CH2:39][C:40]1[CH:45]=[CH:44][C:43]([OH:46])=[CH:42][CH:41]=1)[NH:5][C:6](=[O:38])[C@H:7]([CH:35]([CH3:37])[CH3:36])[NH:8][C:9](=[O:34])[C@H:10]([CH2:27][CH2:28][CH2:29][NH:30][C:31](=[NH:33])[NH2:32])[N:11]([C:15](=[O:26])[CH2:16][N:17]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH3:18])[N+:12]([O-:14])=[O:13].[OH-].[Li+].Cl>CO>[C:22]([O:21][C:19]([N:17]([CH2:16][C:15]([N:11]([N+:12]([O-:14])=[O:13])[C@H:10]([C:9]([NH:8][C@H:7]([C:6]([NH:5][C@H:4]([C:3]([OH:47])=[O:2])[CH2:39][C:40]1[CH:41]=[CH:42][C:43]([OH:46])=[CH:44][CH:45]=1)=[O:38])[CH:35]([CH3:36])[CH3:37])=[O:34])[CH2:27][CH2:28][CH2:29][NH:30][C:31](=[NH:32])[NH2:33])=[O:26])[CH3:18])=[O:20])([CH3:24])([CH3:25])[CH3:23]