HRID1914352

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

HCID14798

Sodium Hydroxide

HNaO

结构：COC(=O)CCNC(=O)c1ccc(C(CCCC(F)(F)F)Oc2c(C(C)(C)C)cc(C(C)(C)C)cc2C(C)(C)C)cc1

HCID67153635

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)c1cc(C(C)(C)C)c(OC(CCCC(F)(F)F)c2ccc(C(=O)NCCC(=O)O)cc2)c(C(C)(C)C)c1

HCID67153428

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

溶剂HCID3283

Diethyl Ether

C4H10O

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

Racemic 3-{4-[1-(2,4,6-tri-t-butyl-phenoxy)-5,5,5-trifluoro-pentyl]-benzoylamino}-propionic acid methyl ester (0.333 g, 0.500 mmol) is dissolved in tetrahydrofuran (3.0 mL) and sodium hydroxide (3.0 mL, 5N) is added. The reaction is monitored by HPLC, and upon complete conversion, the reaction is neutralized with hydrochloric acid (3.0 mL, 5N) and diluted with diethyl ether and water. The two phases are separated, and the organic layer is washed, dried, and concentrated. The title compound is used without further purification. MS (ES): 652.2 [M−H]−.

WORKUP

后处理

customThe two phases are separated
washthe organic layer is washed
customdried
concentrationconcentrated
customThe title compound is used without further purification

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-80e9aee99d89407b85ad8604935eb6ea
来源数据集: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08609892B2
来源说明: uspto-grants-2013_12

反应 SMILES

C[O:2][C:3](=[O:42])[CH2:4][CH2:5][NH:6][C:7](=[O:41])[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([O:22][C:23]2[C:28]([C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:27][C:26]([C:33]([CH3:36])([CH3:35])[CH3:34])=[CH:25][C:24]=2[C:37]([CH3:40])([CH3:39])[CH3:38])[CH2:15][CH2:16][CH2:17][C:18]([F:21])([F:20])[F:19])=[CH:10][CH:9]=1.[OH-].[Na+].Cl>O1CCCC1.C(OCC)C.O>[C:29]([C:28]1[CH:27]=[C:26]([C:33]([CH3:36])([CH3:35])[CH3:34])[CH:25]=[C:24]([C:37]([CH3:40])([CH3:39])[CH3:38])[C:23]=1[O:22][CH:14]([C:11]1[CH:12]=[CH:13][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:42])=[O:2])=[O:41])=[CH:9][CH:10]=1)[CH2:15][CH2:16][CH2:17][C:18]([F:21])([F:19])[F:20])([CH3:31])([CH3:32])[CH3:30]