HRID544351

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID311

Citric Acid

C6H8O7

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

HCID6992573

O-Benzyl-N-(tert-butoxycarbonyl)-D-threonine

C16H23NO5

结构：N=C(N)NCCC[C@H](NC(=O)[C@@H]1CCCN1)C(=O)O

HCID178512874

未命名化合物

PRODUCTS

生成物

结构：C[C@H](OCc1ccccc1)[C@@H](NC(=O)OC(C)(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)O

HCID178462265

未命名化合物

收率 72.7%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

0.959 g (2.0 mmole) of the 2HCl.H-Pro-Arg-CHA was dissolved in 8 ml of 0.75N NEM/DMF, to which was added 0.863 g (2.0 mmole) of BOC-D-Thr(OBzl)-SDP at0°-5° C., and the reaction was effected at room temperature for 18 hours, after which the reaction mixture was poured into 2000 ml of cold 1/1 solution of 10% citric acid/sat. aqueous Nacl. The precipitate was filtered out and dried, to obtain 1.07 g (72.7%) of BOC-D-Thr(OBzl)-Pro-Arg-CHA.

WORKUP

后处理

filtrationThe precipitate was filtered out
customdried

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4260b21f8b2a4eff8d1369adf9f2d872
来源数据集: uspto-grants-1984_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04450105
来源说明: uspto-grants-1984_05

反应 SMILES

[NH:1]1[CH2:19][CH2:18][CH2:17][C@H:2]1[C:3]([NH:5][C@H:6]([C:14]([OH:16])=[O:15])[CH2:7][CH2:8][CH2:9][NH:10][C:11](=[NH:13])[NH2:12])=[O:4].[NH:20]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[C@@H:21]([C:32](O)=[O:33])[C@H:22]([CH3:31])[O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>CN(C=O)C>[NH:20]([C:35]([O:37][C:38]([CH3:39])([CH3:41])[CH3:40])=[O:36])[C@@H:21]([C:32]([N:1]1[CH2:19][CH2:18][CH2:17][C@H:2]1[C:3]([NH:5][C@H:6]([C:14]([OH:16])=[O:15])[CH2:7][CH2:8][CH2:9][NH:10][C:11](=[NH:12])[NH2:13])=[O:4])=[O:33])[C@H:22]([CH3:31])[O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1