HRID1376685

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7972

4-Methylmorpholine

C5H11NO

结构：CC(C)(C)OC(=O)N[C@@H](CCCCNC(=O)OCc1ccccc1)C(=O)ON1C(=O)CCC1=O

HCID12686578

未命名化合物

结构：CC(C)[C@H](NC(=O)[C@H](CC(=O)OCc1ccccc1)NC(=O)CN)C(=O)OCc1ccccc1

HCID131720165

未命名化合物

PRODUCTS

生成物

结构：CC(C)[C@H](NC(=O)[C@H](CC(=O)OCc1ccccc1)NC(=O)CNC(=O)[C@H](CCCCNC(=O)OCc1ccccc1)NC(=O)OC(C)(C)C)C(=O)OCc1ccccc1

HCID131720164

未命名化合物

收率 46.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

A solution of 583 mg of H-Gly-Asp(OBzl)-Val-OBzl (Example 15Bb) and 477.5 mg of Boc-Lys(Z)-O Su in 10 ml of DMF is adjusted to pH 8.5 with N-methylmorpholine. After stirring for 18 hours the mixture is concentrated and the residue is partitioned between ethyl acetate and water. The organic phase is washed with saturated NaHCO3 solution, 5% KHSO4 /10% K2SO4 solution and saturated NaCl solution, dried and filtered. The filtrate is concentrated and the residue is crystallized from ether. There are obtained 385 mg of Boc-Lys(Z)-Gly-Asp(OBzl)-Val-OBzl, m.p. 95°-101° C.

WORKUP

后处理

concentrationis concentrated
customthe residue is partitioned between ethyl acetate and water
washThe organic phase is washed with saturated NaHCO3 solution, 5% KHSO4 /10% K2SO4 solution and saturated NaCl solution
customdried
filtrationfiltered
concentrationThe filtrate is concentrated
customthe residue is crystallized from ether

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-943c4043fa79456399af06b197b8fdfc
来源数据集: uspto-grants-1997_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05663297
来源说明: uspto-grants-1997_09

反应 SMILES

[NH2:1][CH2:2][C:3]([NH:5][C@H:6]([C:18]([NH:20][C@H:21]([C:25]([O:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:26])[CH:22]([CH3:24])[CH3:23])=[O:19])[CH2:7][C:8](=[O:17])[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:4].[CH3:35][C:36]([O:39][C:40]([NH:42][C@H:43]([C:59](ON1C(=O)CCC1=O)=[O:60])[CH2:44][CH2:45][CH2:46][CH2:47][NH:48][C:49]([O:51][CH2:52][C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1)=[O:50])=[O:41])([CH3:38])[CH3:37].CN1CCOCC1>CN(C=O)C>[NH:42]([C:40]([O:39][C:36]([CH3:38])([CH3:37])[CH3:35])=[O:41])[C@H:43]([C:59]([NH:1][CH2:2][C:3]([NH:5][C@H:6]([C:18]([NH:20][C@H:21]([C:25]([O:27][CH2:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)=[O:26])[CH:22]([CH3:24])[CH3:23])=[O:19])[CH2:7][C:8](=[O:17])[O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:4])=[O:60])[CH2:44][CH2:45][CH2:46][CH2:47][NH:48][C:49]([O:51][CH2:52][C:53]1[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=1)=[O:50]