HRID133068

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC(C)(C)OC(=O)N[C@@H](CC(=O)O)Cc1cc(F)c(F)cc1F

HCID7146288

(3R)-3-[(tert-Butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid

C15H18F3NO4

HCID69363534

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N[C@@H](CC(=O)N1CCn2nc(C(F)(F)F)nc2C1C(O)C1CC1)Cc1cc(F)c(F)cc1F

HCID87798384

未命名化合物

PROCEDURE

实验过程

A 160 mg portion of [2-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-α]pyrazin-8-yl](cyclopropyl)methanol hydrochloride was coupled to (3R)-3-[(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid essentially following the procedure outlined in Example 2, Step D. Purification by preparative TCL (silica gel, 10% methanol/dichloromethane) gave 176 mg of the product as a mixture of diastereomers. HPLC (OD chiralcel column, 6% ethanol/hexane) separated the first and last eluting diastereomers. The middle fractions containing two diastereomers were further subjected to HPLC (OD chiralcel column, 3% ethanol/hexane) to provide the second and the third eluting diastereomers.

WORKUP

后处理

customPurification by preparative TCL (silica gel, 10% methanol/dichloromethane)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-dc4e295dc3844936933b570d5dc2a19e
来源数据集: uspto-grants-2008_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07390809B2
来源说明: uspto-grants-2008_06

反应 SMILES

Cl.[F:2][C:3]([F:19])([F:18])[C:4]1[N:17]=[C:7]2[CH:8]([CH:12]([CH:14]3[CH2:16][CH2:15]3)[OH:13])[NH:9][CH2:10][CH2:11][N:6]2[N:5]=1.[C:20]([O:24][C:25]([NH:27][C@H:28]([CH2:33][C:34]1[CH:39]=[C:38]([F:40])[C:37]([F:41])=[CH:36][C:35]=1[F:42])[CH2:29][C:30](O)=[O:31])=[O:26])([CH3:23])([CH3:22])[CH3:21]>>[C:20]([O:24][C:25]([NH:27][C@H:28]([CH2:33][C:34]1[CH:39]=[C:38]([F:40])[C:37]([F:41])=[CH:36][C:35]=1[F:42])[CH2:29][C:30]([N:9]1[CH2:10][CH2:11][N:6]2[N:5]=[C:4]([C:3]([F:18])([F:2])[F:19])[N:17]=[C:7]2[CH:8]1[CH:12]([CH:14]1[CH2:15][CH2:16]1)[OH:13])=[O:31])=[O:26])([CH3:23])([CH3:21])[CH3:22]