HRID971545

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID311

Citric acid

C6H8O7

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

HCID7018812

AmbotzZAA1168

C16H23NO5

2 次

结构：C1CCC(NC2CCCCC2)CC1.CCCCC(F)(F)C(O)CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O

HCID71749095

未命名化合物

结构：C[C@@H](OC(C)(C)C)[C@H](NC(=O)[C@@H](N)Cc1ccc(OC(C)(C)C)cc1)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(=O)OC(C)(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)O

HCID131711567

未命名化合物

PRODUCTS

生成物

结构：COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(=O)OC(C)(C)C)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](NC(=O)[C@H](Cc1ccc(OC(C)(C)C)cc1)NC(=O)[C@@H](NC(=O)OCc1ccccc1)[C@@H](C)OC(C)(C)C)[C@@H](C)OC(C)(C)C

HCID131711566

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6342

Acetonitrile

C2H3N

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

The acid is liberated from 2.85 g of Z-Thr(tBu)-OH.dicyclohexylammonium salt in ethyl acetate by means of citric acid as described under 23 and the resulting oil consisting of Z-Thr(tBu)-OH is stirred with 3.33 g of H-Tyr(tBu)-Thr(tBu)-Gln-Asp(OtBu)-Phe-OCH 3 in 80 ml of acetonitrile at room temperature. 1.20 g of dicyclohexylcarbodiimde are added thereto in the solid form and the mixture is stirred for 23 hours at room temperature. After filtering off the precipitated dicyclohexylurea, which is washed with three portions of acetonitrile each of 7 ml, the solution is evaporated in vacuo and the residue is three times precipitated from ethyl acetate/alcohol solution by means of petroleum ether.

WORKUP

后处理

addition1.20 g of dicyclohexylcarbodiimde are added
filtrationAfter filtering off the precipitated dicyclohexylurea, which
washis washed with three portions of acetonitrile each of 7 ml
customthe solution is evaporated in vacuo
customprecipitated from ethyl acetate/alcohol solution by means of petroleum ether

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-180f94b7c41c4d3ca34899414c115989
来源数据集: uspto-grants-1979_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04159981
来源说明: uspto-grants-1979_07

反应 SMILES

[NH:1]([C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[C@H:2]([C:10]([OH:12])=O)[C@@H:3]([CH3:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6].[CH3:23]CCCC(F)(F)C(O)CC[C@@H]1[C@@H](CCCCCCC(O)=O)C(=O)C[C@H]1O.C1CCC(NC2CCCCC2)CC1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O.[NH2:76][C@H:77]([C:90]([NH:92][C@H:93]([C:101]([NH:103][C@H:104]([C:110]([NH:112][C@H:113]([C:122]([NH:124][C@H:125]([C:133]([OH:135])=[O:134])[CH2:126][C:127]1[CH:132]=[CH:131][CH:130]=[CH:129][CH:128]=1)=[O:123])[CH2:114][C:115](=[O:121])[O:116][C:117]([CH3:120])([CH3:119])[CH3:118])=[O:111])[CH2:105][CH2:106][C:107](=[O:109])[NH2:108])=[O:102])[C@@H:94]([CH3:100])[O:95][C:96]([CH3:99])([CH3:98])[CH3:97])=[O:91])[CH2:78][C:79]1[CH:84]=[CH:83][C:82]([O:85][C:86]([CH3:89])([CH3:88])[CH3:87])=[CH:81][CH:80]=1>C(OCC)(=O)C.C(#N)C>[NH:1]([C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[C@H:2]([C:10]([NH:76][C@H:77]([C:90]([NH:92][C@H:93]([C:101]([NH:103][C@H:104]([C:110]([NH:112][C@H:113]([C:122]([NH:124][C@H:125]([C:133]([O:135][CH3:23])=[O:134])[CH2:126][C:127]1[CH:132]=[CH:131][CH:130]=[CH:129][CH:128]=1)=[O:123])[CH2:114][C:115](=[O:121])[O:116][C:117]([CH3:118])([CH3:119])[CH3:120])=[O:111])[CH2:105][CH2:106][C:107](=[O:109])[NH2:108])=[O:102])[C@@H:94]([CH3:100])[O:95][C:96]([CH3:97])([CH3:98])[CH3:99])=[O:91])[CH2:78][C:79]1[CH:80]=[CH:81][C:82]([O:85][C:86]([CH3:87])([CH3:88])[CH3:89])=[CH:83][CH:84]=1)=[O:12])[C@@H:3]([CH3:9])[O:4][C:5]([CH3:6])([CH3:7])[CH3:8]