HRID987995

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC(C)(C)OC(=O)N[C@H](C(=O)O)C(c1ccccc1)c1ccccc1

HCID2761487

Boc-L-3,3-Diphenylalanine

C20H23NO4

结构：CC(C)CN([C@H](CO)CCCCN)S(=O)(=O)c1ccc(F)c(N)c1

HCID67531641

未命名化合物

PRODUCTS

生成物

结构：CC(C)CN([C@H](CO)CCCCNC(=O)[C@@H](NC(=O)OC(C)(C)C)C(c1ccccc1)c1ccccc1)S(=O)(=O)c1ccc(F)c(N)c1

HCID67531855

未命名化合物

收率 46%

PROCEDURE

实验过程

The title compound was prepared from the crude amine mixture of (1S)-N-(5-amino-1-hydroxymethyl-pentyl)-N-isobutyl-3-amino-4-fluoro-benzenesulfonamide which is described earlier (example 53, step C) and (2S)-2-tert-butoxycarbonylamino-3,3-diphenyl-propionic acid using general procedure A. The crude residue was purified by semi-preparative HPLC in several batches of 80 mg using a gradient of 50 to 80% of acetonitrile over 30 min and a flow rate of 15 mL/min, retention time=20.2 min. All the pure fractions were combined to provide 630 mg (46% yield) of the title compound.

WORKUP

后处理

customThe crude residue was purified by semi-preparative HPLC in several batches of 80 mg
customover 30 min

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-384460e99a2c4d78a5b64999ea45a32c
来源数据集: uspto-grants-2003_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06632816B1
来源说明: uspto-grants-2003_10

反应 SMILES

[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([N:9]([CH2:21][CH:22]([CH3:24])[CH3:23])[S:10]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[C:15]([NH2:20])[CH:14]=1)(=[O:12])=[O:11])[CH2:7][OH:8].[C:25]([O:29][C:30]([NH:32][C@@H:33]([CH:37]([C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:34](O)=[O:35])=[O:31])([CH3:28])([CH3:27])[CH3:26]>>[C:25]([O:29][C:30](=[O:31])[NH:32][C@H:33]([C:34](=[O:35])[NH:1][CH2:2][CH2:3][CH2:4][CH2:5][C@H:6]([N:9]([S:10]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[C:15]([NH2:20])[CH:14]=1)(=[O:12])=[O:11])[CH2:21][CH:22]([CH3:24])[CH3:23])[CH2:7][OH:8])[CH:37]([C:44]1[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=1)[C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)([CH3:26])([CH3:28])[CH3:27]