HRID1580889

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

结构：NC(=O)CC[C@H](NC(=O)OCc1ccccc1)C(=O)Oc1ccc([N+](=O)[O-])cc1

HCID111333

N2-Benzyl p-nitrophenyl N2-carboxy-L-(2-aminoglutaramate)

C19H19N3O7

结构：COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](N)CC(N)=O

HCID15567215

未命名化合物

PRODUCTS

生成物

结构：COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(N)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)OCc1ccccc1

HCID131709988

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

2 次

溶剂HCID8471

Triethylamine

C6H15N

PROCEDURE

实验过程

14.5 of Z-Gln-ONP and 10.8 g of H-Asn-Phe-OCH3, hydrochloride (Ann. 688, 259 [1965]) are dissolved together in 100 ml of dimethylformamide and to the solution 4.55 ml of triethylamine are added slowly. A thick paste forms which is diluted with 50 ml of dimethylformamide. After a reaction period of 24 hours at room temperature, the batch is filtered and the residue washed with dimethylformamide. The resulting Z-Gln-Asn-Phe-OMe can be recrystallized from much hot dimethylformamide. Melting point, 261°-265°C (decomp.). [α]20D = + 11° (c = 0.94 in hexamethylphosphoric acid triamide).

WORKUP

后处理

additionare added slowly
customAfter a reaction period of 24 hours at room temperature
filtrationthe batch is filtered
washthe residue washed with dimethylformamide
customThe resulting Z-Gln-Asn-Phe-OMe can be recrystallized from much hot dimethylformamide
custom[α]20D = + 11° (c = 0.94 in hexamethylphosphoric acid triamide)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-28863a353b1e45869402690dfe406e62
来源数据集: uspto-grants-1976_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US03934008
来源说明: uspto-grants-1976_01

反应 SMILES

[CH:1]1[CH:6]=[CH:5][C:4]([CH2:7][O:8][C:9]([NH:11][C@H:12]([C:18]([O:20]C2C=CC([N+]([O-])=O)=CC=2)=O)[CH2:13][CH2:14][C:15]([NH2:17])=[O:16])=[O:10])=[CH:3][CH:2]=1.[NH2:30][C@H:31]([C:36]([NH:38][C@H:39]([C:47]([O:49][CH3:50])=[O:48])[CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:37])[CH2:32][C:33](=[O:35])[NH2:34].Cl>CN(C)C=O.C(N(CC)CC)C>[NH:11]([C:9]([O:8][CH2:7][C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1)=[O:10])[C@H:12]([C:18]([NH:30][C@H:31]([C:36]([NH:38][C@H:39]([C:47]([O:49][CH3:50])=[O:48])[CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:37])[CH2:32][C:33](=[O:35])[NH2:34])=[O:20])[CH2:13][CH2:14][C:15](=[O:16])[NH2:17]