Methanol → HCID 86594184, compound

HRID 983513Notes

Reaction equation

HRID 983513 reaction equation
[Cl:1][CH:2]1[CH:13]([CH3:14])[CH:12]2[CH:4]([C@@:5]3([CH:42]=[O:43])[CH2:26][C@H:9]4[C@@:10]([CH2:15]OCC5C=CC(OC)=CC=5)([CH2:11]2)[C@:6]3([C:30]([O:32]CC2C=CC(OC)=CC=2)=[O:31])[C:7]([CH:27]([CH3:29])[CH3:28])=[CH:8]4)[CH2:3]1.[CH3:44][OH:45]>[OH-].[OH-].[Pd+2]>[OH:45][CH2:44][CH2:15][C@@:10]12[C@@H:9]3[CH2:26][C@@:5]([CH:42]=[O:43])([C@:6]1([C:30]([OH:32])=[O:31])[C:7]([CH:27]([CH3:29])[CH3:28])=[CH:8]3)[CH:4]1[CH:12]([CH:13]([CH3:14])[CH:2]([Cl:1])[CH2:3]1)[CH2:11]2

Participants

4

Reactant 2

HCID 887MethanolHCID 865941854-methoxybenzyl (1R,3aR,4S,8aS)-6-chloro-4-formyl-3-isopropyl-8a-{[(4-methoxybenzyl)oxy]methyl}-7-methyl-4,4a,5,6,7,7a,8,8a-octahydro-1,4-methano-s-indacene-3a(1H)-carboxylate

Product 1

HCID 86594184HCID 86594184, compound

Reagents, catalysts & solvents 1

HCID 9942167Palladium hydroxideCatalyst

Procedure

To a solution of 40 (40 mg, 0.066 mmol) in CH3OH (5 mL) was added Pearlman's catalyst (10 mg). The mixture was stirred under hydrogen (balloon pressure) for about 15 minutes. After filtration and concentration in vacuo, about 23.7 mg of 41 was obtained and used directly in the next step.

Workup

  1. filtrationAfter filtration and concentration in vacuo

Sources & evidence

ORD record
ord-cc0564c27a73409f850c405507afd9da
Source dataset
uspto-grants-2005_03
Patent number
US06864278B2

Reaction notes

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