HRID904950

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

HCID75771

1-Hydroxybenzotriazole

C6H5N3O

结构：COC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCC(=O)OC(C)(C)C)NC(=O)[C@@H](N)CCCNC(=N)N)C(C)C)C(C)C.Cl.Cl

HCID178501512

未命名化合物

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

HCID178512917

未命名化合物

PRODUCTS

生成物

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

HCID178476676

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

0.68 g of HOBt and 1.1 g of DCC are added successively to 1.54 g of Z-Arg-OH and 3.44 g of the compound prepared in accordance with (B), in 40 ml of dimethylformamide. After stirring overnight, the mixture is filtered, the filtrate is concentrated in vacuo and the residue is digested with ethyl acetate. The tert.-butyl group is split off analogously to Example 1 with trifluoroacetic acid and the compound is converted into its acetate and purified by chromatography on Sephadex® LH 20. Yield 2.9 g, aminoacid analysis: Glu 1.00, Val 1.89 and Arg 2.01.

WORKUP

后处理

filtrationthe mixture is filtered
concentrationthe filtrate is concentrated in vacuo
customThe tert.-butyl group is split off analogously to Example 1 with trifluoroacetic acid
custompurified by chromatography on Sephadex® LH 20

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-6888308b6a6e4de393ea80229b6c9378
来源数据集: uspto-grants-1983_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04420424
来源说明: uspto-grants-1983_12

反应 SMILES

C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1.[NH:26]([C:38]([O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:39])[C@H:27]([C:35]([OH:37])=[O:36])[CH2:28][CH2:29][CH2:30][NH:31][C:32](=[NH:34])[NH2:33].[NH2:48][C@H:49]([C:57]([NH:59][C@H:60]([C:70]([NH:72][C@H:73]([C:77]([NH:79][C@H:80]([C:84]([O:86][CH3:87])=[O:85])[CH:81]([CH3:83])[CH3:82])=[O:78])[CH:74]([CH3:76])[CH3:75])=[O:71])[CH2:61][CH2:62][C:63](=[O:69])[O:64]C(C)(C)C)=[O:58])[CH2:50][CH2:51][CH2:52][NH:53][C:54](=[NH:56])[NH2:55].Cl.Cl>CN(C)C=O>[NH:26]([C:38]([O:40][CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)=[O:39])[C@H:27]([C:35]([NH:48][C@H:49]([C:57]([NH:59][C@H:60]([C:70]([NH:72][C@H:73]([C:77]([NH:79][C@H:80]([C:84]([O:86][CH3:87])=[O:85])[CH:81]([CH3:82])[CH3:83])=[O:78])[CH:74]([CH3:75])[CH3:76])=[O:71])[CH2:61][CH2:62][C:63](=[O:64])[OH:69])=[O:58])[CH2:50][CH2:51][CH2:52][NH:53][C:54](=[NH:55])[NH2:56])=[O:37])[CH2:28][CH2:29][CH2:30][NH:31][C:32](=[NH:34])[NH2:33].[CH3:27][C:35]([OH:37])=[O:36]