HRID2291652

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

HCID75771

1-Hydroxybenzotriazole

C6H5N3O

反应SMILES：O=C(CNC(=O)[C@@H]1CCCN1)OCc1ccccc1

HCID10869079

未命名化合物

反应SMILES：CC(=O)N[C@@H](CCCNC(=O)OC(C)(C)C)C(=O)O

HCID131715814

未命名化合物

PRODUCTS

产物

反应SMILES：CC(=O)N[C@@H](CCCNC(=O)OC(C)(C)C)C(=O)N1CCC[C@H]1C(=O)NCC(=O)OCc1ccccc1

HCID131715813

未命名化合物

收率 54%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8857

Ethyl acetate

C4H8O2

2 次

PROCEDURE

实验过程

6.4 g of H-Pro-Gly-OBzl, 4.6 g of Ac-Orn(Boc)-OH, 3.0 ml of NEM and 3.1 g of HOBt are dissolved in 30 ml of EA and then 4.8 g of DCC in 10 ml of EA are added. After the mixture has been stirred at room temperature for 24 hours, it is filtered and the filtrate is evaporated. Chromatography of the residue on silica gel (system 1) results in 4.7 g (yield: 41%) of the desired compound being isolated as a colorless powder. Rf (system 1)=0.3; MS (FAB): 519 (M+1).

WORKUP

后处理

filtrationit is filtered
customthe filtrate is evaporated

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-fabc3214e2884710ab17cc99d027f0b0
来源数据集: uspto-grants-1989_01
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US04797471
来源说明: uspto-grants-1989_01

反应SMILES

[NH:1]1[CH2:19][CH2:18][CH2:17][C@H:2]1[C:3]([NH:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8])=[O:4].[NH:20]([C:36]([CH3:38])=[O:37])[C@H:21]([C:33](O)=[O:34])[CH2:22][CH2:23][CH2:24][NH:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27].C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1>CC(=O)OCC>[NH:20]([C:36]([CH3:38])=[O:37])[C@H:21]([C:33]([N:1]1[CH2:19][CH2:18][CH2:17][C@H:2]1[C:3]([NH:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8])=[O:4])=[O:34])[CH2:22][CH2:23][CH2:24][NH:25][C:26]([O:28][C:29]([CH3:31])([CH3:32])[CH3:30])=[O:27]