HRID1395822

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

HCID3939

Lithium hydroxide anhydrous

HLiO

反应SMILES：C=C(NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H](NC(=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)[C@@H](C)CC)C(=O)OC

HCID178465150

未命名化合物

PRODUCTS

产物

反应SMILES：C=C(NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H](NC(=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)[C@@H](C)CC)C(=O)O

HCID178465149

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID31275

1,4-Dioxane

C4H8O2

PROCEDURE

实验过程

2.09 g of t-butoxycarbonylsarcosylnitroarginylvalyltyrosylisoleucylhistidylprolyldehydroalanine methyl ester is dissolved in 30 ml of dioxane. 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. Ths solution is filtered and the solvent removed by vacuum. The residue is dissolved in dioxane and added to 300 ml of cold rapidly stirring ethyl ether. The precipate is filtered and dried in vacuo to afford t-butoxycarbonylsarcosylnitroarginylvalyltyrosylisoleucylhistidylprolyldehydroalanine.

WORKUP

后处理

customThe solvent is removed by vacuum
dissolutionthe residue is dissolved in N,N-dimethylformamide
filtrationThs solution is filtered
customthe solvent removed by vacuum
dissolutionThe residue is dissolved in dioxane
additionadded to 300 ml of cold rapidly stirring ethyl ether
filtrationThe precipate is filtered
customdried in vacuo

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-e8940fc6362646668d5fb0de49810923
来源数据集: uspto-grants-1980_05
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US04204991
来源说明: uspto-grants-1980_05

反应SMILES

C[O:2][C:3](=[O:77])[C:4](=[CH2:76])[NH:5][C:6](=[O:75])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12](=[O:74])[C@H:13]([CH2:68][C:69]1[N:73]=[CH:72][NH:71][CH:70]=1)[NH:14][C:15](=[O:67])[C@H:16]([C@H:63]([CH2:65][CH3:66])[CH3:64])[NH:17][C:18](=[O:62])[C@H:19]([CH2:54][C:55]1[CH:60]=[CH:59][C:58]([OH:61])=[CH:57][CH:56]=1)[NH:20][C:21](=[O:53])[C@H:22]([CH:50]([CH3:52])[CH3:51])[NH:23][C:24](=[O:49])[C@H:25]([CH2:42][CH2:43][CH2:44][NH:45][C:46](=[NH:48])[NH2:47])[N:26]([C:30](=[O:41])[CH2:31][N:32]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH3:33])[N+:27]([O-:29])=[O:28].[OH-].[Li+].Cl>O1CCOCC1>[C:37]([O:36][C:34]([N:32]([CH2:31][C:30]([N:26]([N+:27]([O-:29])=[O:28])[C@H:25]([C:24]([NH:23][C@H:22]([C:21]([NH:20][C@H:19]([C:18]([NH:17][C@H:16]([C:15]([NH:14][C@H:13]([C:12]([N:8]1[CH2:9][CH2:10][CH2:11][C@H:7]1[C:6]([NH:5][C:4]([C:3]([OH:77])=[O:2])=[CH2:76])=[O:75])=[O:74])[CH2:68][C:69]1[N:73]=[CH:72][NH:71][CH:70]=1)=[O:67])[C@H:63]([CH2:65][CH3:66])[CH3:64])=[O:62])[CH2:54][C:55]1[CH:60]=[CH:59][C:58]([OH:61])=[CH:57][CH:56]=1)=[O:53])[CH:50]([CH3:51])[CH3:52])=[O:49])[CH2:42][CH2:43][CH2:44][NH:45][C:46](=[NH:47])[NH2:48])=[O:41])[CH3:33])=[O:35])([CH3:40])([CH3:38])[CH3:39]