Lithium Hydroxide → 2-(4-{1-Ethyl-1-[4-(1-hydroxy-cyclopentylethynyl)-3-methyl-phenyl]-propyl}-2-methyl-benzoylamino)-2-methyl-propionic acid

HRID 736518Notes

Reaction equation

HRID 736518 reaction equation
C[O:2][C:3](=[O:37])[C:4]([NH:7][C:8](=[O:36])[C:9]1[CH:14]=[CH:13][C:12]([C:15]([CH2:33][CH3:34])([C:18]2[CH:23]=[CH:22][C:21]([C:24]#[C:25][C:26]3([OH:31])[CH2:30][CH2:29][CH2:28][CH2:27]3)=[C:20]([CH3:32])[CH:19]=2)[CH2:16][CH3:17])=[CH:11][C:10]=1[CH3:35])([CH3:6])[CH3:5].[OH-].[Li+]>>[CH2:16]([C:15]([C:12]1[CH:13]=[CH:14][C:9]([C:8]([NH:7][C:4]([CH3:5])([CH3:6])[C:3]([OH:37])=[O:2])=[O:36])=[C:10]([CH3:35])[CH:11]=1)([C:18]1[CH:23]=[CH:22][C:21]([C:24]#[C:25][C:26]2([OH:31])[CH2:30][CH2:29][CH2:28][CH2:27]2)=[C:20]([CH3:32])[CH:19]=1)[CH2:33][CH3:34])[CH3:17]

Participants

3

Reactant 2

HCID 3939Lithium HydroxideHCID 578493162-(4-{1-Ethyl-1-[4-(1-hydroxy-cyclopentylethynyl)-3-methyl-phenyl]-propyl}-2-methyl-benzoylamino)-2-methyl-propionic acid methyl ester

Product 1

HCID 117851162-(4-{1-Ethyl-1-[4-(1-hydroxy-cyclopentylethynyl)-3-methyl-phenyl]-propyl}-2-methyl-benzoylamino)-2-methyl-propionic acidYield 100.8%

Procedure

2-(4-{1-Ethyl-1-[4-(1-hydroxy-cyclopentylethynyl)-3-methyl-phenyl]-propyl}-2-methyl-benzoylamino)-2-methyl-propionic acid methyl ester (360 mg, 0.715 mmol) and lithium hydroxide (51 mg, 2.15 mmol) are reacted and purified in a procedure analogous to Example 1I to give the title compound (353 mg, quant.).

Workup

  1. custompurified in a procedure analogous to Example 1I

Sources & evidence

ORD record
ord-8936fd70f2214a45aaf094e9376b824e
Source dataset
uspto-grants-2009_09
Patent number
US07595345B2

Reaction notes

Loading…