Sodium Hydroxide → HCID 57708930, compound

HRID 547124Notes

Reaction equation

HRID 547124 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:41])[C@H:6]([NH2:40])[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([CH2:37][CH3:38])([C:22]3[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][CH:30]([OH:35])[C:31]([CH3:34])([CH3:33])[CH3:32])=[C:24]([CH3:36])[CH:23]=3)[CH2:20][CH3:21])=[CH:15][C:14]=2[CH3:39])=[CH:9][CH:8]=1>CO.O1CCCC1>[NH2:40][C@H:6]([C:7]1[CH:8]=[CH:9][C:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([CH2:20][CH3:21])([C:22]3[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][CH:30]([OH:35])[C:31]([CH3:32])([CH3:33])[CH3:34])=[C:24]([CH3:36])[CH:23]=3)[CH2:37][CH3:38])=[CH:15][C:14]=2[CH3:39])=[CH:11][CH:12]=1)[C:5]([OH:41])=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57708990HCID 57708990, compound

Product 1

HCID 57708930HCID 57708930, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

A 1 N sodium hydroxide aqueous solution (0.113 mL, 0.113 mmol) was added to a solution of (R)-amino-(4′-{1-ethyl-1-[4-(3-hydroxy-4,4-dimethyl-pentyl)-3-methyl-phenyl]-propyl}-2′-methyl-biphenyl-4-yl)-acetic acid methyl ester (Example 168-(2); 20.0 mg, 0.038 mmol) in methanol-tetrahydrofuran (1:1, 2 mL), and the mixture was stirred at room temperature for three hours. Then, the reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (ethyl acetate:methanol:water=4:2:0.6) to give the target compound as a colorless oil (18.5 mg, 94%).

Workup

  1. concentrationThen, the reaction mixture was concentrated under reduced pressure
  2. customThe resulting residue was purified by silica gel chromatography (ethyl acetate:methanol:water=4:2:0.6)

Sources & evidence

ORD record
ord-5add070e10364b06b31e7d361c7d8679
Source dataset
uspto-grants-2011_05
Patent number
US07935688B2

Reaction notes

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