HRID1982303

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

HCID14798

Sodium Hydroxide

HNaO

HCID22253497

未命名化合物

结构：COC(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H]1CCCN1C(=O)[C@H](Cc1c[nH]cn1)NC(=O)[C@@H]1CCCN1C(=O)OC(C)(C)C

HCID178501413

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)O

HCID178451946

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

溶剂HCID962

Water

H2O

PROCEDURE

实验过程

17.2 g of crude Boc-Pro-His-Pro-Phe-His-OMe are dissolved in 54 ml of MeOH, 650 ml of 0.1N NaOH are added, the whole is left to stand for 15 minutes at 25°, neutralised by the addition of 650 ml of 0.1N HCl concentratod to dryness. The residue is dissolved in 120 ml of H2O, the pH value is adjusted exactly to 6.8 and this solution is subjected in the system n-butanol/H2O to Craig partitioning over 500 stages; (K=2.8). The fractions that are pure according to thin layer chromagotraphy analysis are combined, concentrated to dryness, dissolved in H2O and lyophilised, yielding Boc-Pro-His-Pro-Phe-His-OH in amorphous form; Rf (A)=0,15; Rf (C)=0.42; Rf (E)=0.25.

WORKUP

后处理

waitthe whole is left
custompartitioning over 500 stages
concentrationconcentrated to dryness
dissolutiondissolved in H2O

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-df5f36157d0d451b8bb091ed24559c0b
来源数据集: uspto-grants-1986_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04595677
来源说明: uspto-grants-1986_06

反应 SMILES

[N:1]1([C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[CH2:47][CH2:46][CH2:45][C@H:2]1[C:3]([NH:5][C@H:6]([C:13]([N:15]1[CH2:44][CH2:43][CH2:42][C@H:16]1[C:17]([NH:19][C@H:20]([C:28]([NH:30][C@H:31]([C:38]([O:40]C)=[O:39])[CH2:32][C:33]1[N:37]=[CH:36][NH:35][CH:34]=1)=[O:29])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:18])=[O:14])[CH2:7][C:8]1[N:12]=[CH:11][NH:10][CH:9]=1)=[O:4].[OH-].[Na+].Cl.C(O)CCC.O>CO.O>[N:1]1([C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[CH2:47][CH2:46][CH2:45][C@H:2]1[C:3]([NH:5][C@H:6]([C:13]([N:15]1[CH2:44][CH2:43][CH2:42][C@H:16]1[C:17]([NH:19][C@H:20]([C:28]([NH:30][C@H:31]([C:38]([OH:40])=[O:39])[CH2:32][C:33]1[N:37]=[CH:36][NH:35][CH:34]=1)=[O:29])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:18])=[O:14])[CH2:7][C:8]1[N:12]=[CH:11][NH:10][CH:9]=1)=[O:4]