HRID2216172

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID25517

未命名化合物

结构：CCOC(=O)CCCCCNC(=O)Nc1cc(C)c(-c2cccc(S(=O)(=O)c3cc(C(=N)NC(=O)OC(C)(C)C)sc3SC)c2)c([N+](=O)[O-])c1

HCID145857706

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)CCCCCNC(=O)Nc1cc(C)c(-c2cccc(S(=O)(=O)c3cc(C(=N)NC(=O)OC(C)(C)C)sc3SC)c2)c(N)c1

HCID145857638

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23925

Iron

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

6-(3-{3′-[5-(tert-Butoxycarbonylamino-imino-methyl)-2-methylsulfanyl-thiophene-3-sulfonyl]-6-methyl-2-nitro-biphenyl-4-yl}-ureido)-hexanoic acid ethyl ester (74 mg, 98.9 μmol, Example 278: step b) in EtOH (5 mL) was reduced as in Example 20: step c using Fe (28 mg, 0.50 mmol) and aqueous NH4Cl solution (50 mg, 0.93 mmol, 10 mL). The solvents were removed from the filtrate in vacuo. The crude was diluted in EtOAc and washed with water and brine. The organic layer was dried over magnesium sulfate. The solvents were removed in vacuo to yield the title compound as a brown oil (70.8, quantitative). ESI-MS (m/z): Calcd. for C33H43N5O7S3: 718.2 (M+1); found: 718.1.

WORKUP

后处理

customThe solvents were removed from the filtrate in vacuo
additionThe crude was diluted in EtOAc
washwashed with water and brine
dry with materialThe organic layer was dried over magnesium sulfate
customThe solvents were removed in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c950dacc14304beeb5746a60b3eed5a3
来源数据集: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07109354B2
来源说明: uspto-grants-2006_09

反应 SMILES

[CH2:1]([O:3][C:4](=[O:50])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][NH:10][C:11]([NH:13][C:14]1[CH:19]=[C:18]([CH3:20])[C:17]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([S:27]([C:30]3[CH:34]=[C:33]([C:35]([NH:37][C:38]([O:40][C:41]([CH3:44])([CH3:43])[CH3:42])=[O:39])=[NH:36])[S:32][C:31]=3[S:45][CH3:46])(=[O:29])=[O:28])[CH:22]=2)=[C:16]([N+:47]([O-])=O)[CH:15]=1)=[O:12])[CH3:2].[NH4+].[Cl-]>CCO.[Fe]>[CH2:1]([O:3][C:4](=[O:50])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][NH:10][C:11]([NH:13][C:14]1[CH:19]=[C:18]([CH3:20])[C:17]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([S:27]([C:30]3[CH:34]=[C:33]([C:35]([NH:37][C:38]([O:40][C:41]([CH3:42])([CH3:43])[CH3:44])=[O:39])=[NH:36])[S:32][C:31]=3[S:45][CH3:46])(=[O:29])=[O:28])[CH:22]=2)=[C:16]([NH2:47])[CH:15]=1)=[O:12])[CH3:2]