HRID52598

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

HCID141176

4-Ethoxybenzoic acid nitrile

C9H9NO

结构：CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F

HCID2733207

O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate

C11H16BF4N5O

结构：CC(C)(C)OC(=O)N[C@H](CCCN=C(N)N[N+](=O)[O-])C(=O)O

HCID7021876

Boc-D-Arg(NO2)-OH

C11H21N5O6

HCID18975845

未命名化合物

HCID54670067

L-Ascorbic acid

C6H8O6

PRODUCTS

生成物

结构：CCOc1ccc(CNC(=O)[C@@H](CCCNC(N)=N[N+](=O)[O-])NC(=O)OC(C)(C)C)cc1

HCID137231655

未命名化合物

收率 77%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

溶剂HCID6344

Dichloromethane

CH2Cl2

溶剂HCID8471

Triethylamine

C6H15N

PROCEDURE

实验过程

Prepared analogously to Example 8a) from Boc-D-Arg-(NO2)-OH, 4-ethoxybenzenemethylamine-hydrochloride (mp.: 262°-264° C.; from 4-ethoxybenzonitrile by catalytic hydrogenation in the presence of palladium/animal charcoal and aqueous hydrochloric acid), triethylamine and TBTU in a yield of 77% of theory. IR (CH2Cl2): 1730 cm-1 (ester-C=O) 1675 cm-1 (amide C=O) 1510 cm-1 (amide II)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e7044d2e21e443a88af663f3fb94999d
来源数据集: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05616620
来源说明: uspto-grants-1997_04

反应 SMILES

[CH3:1][C:2]([O:5][C:6]([NH:8][C@@H:9]([C:20]([OH:22])=O)[CH2:10][CH2:11][CH2:12][N:13]=[C:14]([NH:16][N+:17]([O-:19])=[O:18])[NH2:15])=[O:7])([CH3:4])[CH3:3].Cl.[CH2:24]([O:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:33][NH2:34])=[CH:29][CH:28]=1)[CH3:25].C(OC1C=CC(C#N)=CC=1)C.Cl.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(O)[C@H](O)[C@H]1OC(=O)C(O)=C1O>[Pd].C(Cl)Cl.C(N(CC)CC)C>[NH2:15][C:14](=[N:16][N+:17]([O-:19])=[O:18])[NH:13][CH2:12][CH2:11][CH2:10][C@H:9]([C:20]([NH:34][CH2:33][C:30]1[CH:31]=[CH:32][C:27]([O:26][CH2:24][CH3:25])=[CH:28][CH:29]=1)=[O:22])[NH:8][C:6]([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7]