HCID 67703744, compound → 5-[3-methoxy-2-(2-methoxycarbonylethyl)-6-pyridyl]-(5RS)-5-hydroxypentanoic acid methyl ester

HRID 55281Notes

Reaction equation

HRID 55281 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH2:4][CH2:5][CH2:6][C:7]([C:9]1[N:14]=[C:13](/[CH:15]=[CH:16]/[C:17]([O:19][CH3:20])=[O:18])[C:12]([O:21][CH3:22])=[CH:11][CH:10]=1)=[O:8]>CO.O1CCCC1.[Pd]>[CH3:1][O:2][C:3](=[O:23])[CH2:4][CH2:5][CH2:6][CH:7]([C:9]1[N:14]=[C:13]([CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])[C:12]([O:21][CH3:22])=[CH:11][CH:10]=1)[OH:8]

Participants

5

Reactant 1

HCID 67703744HCID 67703744, compound

Product 1

HCID 677038195-[3-methoxy-2-(2-methoxycarbonylethyl)-6-pyridyl]-(5RS)-5-hydroxypentanoic acid methyl esterYield 99.3%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Under the conditions of example 1 C, a solution of 1.89 g of 5-[3-methoxy-2-(2-methoxycarbonyl-(1E)-1-ethenyl)-6-pyridyl]-5-oxopentanoic acid methyl ester in 75 ml of methanol and 15 ml of tetrahydrofuran is hydrogenated in the presence 400 mg of 10% palladium catalyst and worked up. 1.9 g of 5-[3-methoxy-2-(2-methoxycarbonylethyl)-6-pyridyl]-(5RS)-5-hydroxypentanoic acid methyl ester is obtained as oil.

Sources & evidence

ORD record
ord-1219d9fac3d84e41a9934d9bd6698257
Source dataset
uspto-grants-1997_04
Patent number
US05624943

Reaction notes

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