HCID 11528683, compound → (6S)-6-METHYL-7-(TETRAHYDRO-2H-PYRAN-2-YLOXY)HEPTAN-2-ONE

HRID 2053402Notes

Reaction equation

HRID 2053402 reaction equation
[CH3:1][C@H:2]([CH2:9][O:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1)[CH2:3][C:4]#[C:5][C:6](=[O:8])[CH3:7].[H][H]>[Pd].C1COCC1>[CH3:1][C@H:2]([CH2:9][O:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1)[CH2:3][CH2:4][CH2:5][C:6](=[O:8])[CH3:7]

Participants

5

Reactant 2

HCID 11528683HCID 11528683, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 11622725(6S)-6-METHYL-7-(TETRAHYDRO-2H-PYRAN-2-YLOXY)HEPTAN-2-ONEYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A 50 g solution (222.9 mmol) of (S)-6-methyl-7-[(RS)-(3,4,5,6-tetrahydro-2H-pyran-2-yl)oxy]hept-3-in-2-one and 5 g palladium on carbon (10% Pd/C) in 400 ml of THF is hydrogenated for one hour at 8 bar hydrogen at room temperature. The catalyst is then filtered off, rewashed with little solvent and the solvent is removed in vacuo. 50.9 g of product is obtained.

Workup

  1. filtrationThe catalyst is then filtered off
  2. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-f341d14b8c8540eabe506c23d45a5a08
Source dataset
uspto-grants-2008_02
Patent number
US07326798B2

Reaction notes

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