Sodium Hydroxide → 2-[(1RS)-1-Hydroxy-1-(3-carboxyphenyl)-methyl]-6-[(1E)-(3RS)-3-hydroxy-1-undecenyl]-pyridine

HRID 977569Notes

Reaction equation

HRID 977569 reaction equation
[OH:1][CH:2]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15](/[CH:19]=[CH:20]/[CH:21]([OH:30])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[N:14]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([O:11]C)=[O:10])[CH:4]=1.[OH-].[Na+]>CO>[OH:1][CH:2]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15](/[CH:19]=[CH:20]/[CH:21]([OH:30])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[N:14]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([OH:11])=[O:10])[CH:4]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 156617162-[(1RS)-1-Hydroxy-1-(3-methoxycarbonylphenyl)-methyl]-6-[(1E)-(3RS)-3-hydroxy-1-undecenyl]-pyridine

Product 1

HCID 156617182-[(1RS)-1-Hydroxy-1-(3-carboxyphenyl)-methyl]-6-[(1E)-(3RS)-3-hydroxy-1-undecenyl]-pyridineYield 51.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under the conditions of example 2, 80 mg of 2-[(1RS)-1-hydroxy-1-(3-methoxycarbonylphenyl)-methyl]-6-[(1E)-(3RS)-3-hydroxy-1-undecenyl]-pyridine in 4 ml of methanol is saponified with 4 ml of 0.5 n sodium hydroxide solution and worked up. 40 mg of the title compound is obtained as colorless foam.

Sources & evidence

ORD record
ord-0baa1900edb4408c876824517e931eec
Source dataset
uspto-grants-1997_03
Patent number
US05614634

Reaction notes

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