Methanol → HCID 69226052, compound

HRID 747014Notes

Reaction equation

HRID 747014 reaction equation
O[CH:2]1[C:6]2([CH2:9][N:8](C(OCC3C=CC=CC=3)=O)[CH2:7]2)[CH2:5][O:4][CH2:3]1.[H][H].C[OH:23]>[Pd]>[CH2:9]1[C:6]2([CH2:2][CH2:3][O:4][CH2:5]2)[CH:7]([OH:23])[NH:8]1

Participants

5

Reactant 3

HCID 887MethanolHCID 69147906HCID 69147906, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69226052HCID 69226052, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Benzyl 8-hydroxy-6-oxa-2-azaspiro[3.4]octane-2-carboxylate (from step (iv); 456 mg, 1.7 mmol) was dissolved in methanol (20 mL) and 10% palladium on carbon (50 mg) added. This suspension was hydrogenated at 20 psi hydrogen for 2 hrs then filtered. The filtrate was concentrated to give the title compound as a gum (214 mg, 1.66 mmol, 98% yield).

Workup

  1. filtrationthen filtered
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-6315d343842c459f9e39653033b7a490
Source dataset
uspto-grants-2008_07
Patent number
US07393858B2

Reaction notes

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