HCID 58635224, compound → HCID 10898836, compound

HRID 350622Notes

Reaction equation

HRID 350622 reaction equation
C(OC(=O)[NH:10][C@H:11]1[CH2:15][C:14](=[O:16])[O:13][C@H:12]1[O:17][CH2:18][CH3:19])C1C=CC=CC=1>C(OCC)(=O)C.[Pd]>[NH2:10][C@@H:11]1[C@H:12]([O:17][CH2:18][CH3:19])[O:13][C:14](=[O:16])[CH2:15]1

Participants

4

Reactant 1

HCID 58635224HCID 58635224, compound

Product 1

HCID 10898836HCID 10898836, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of (2R, 3S)-(2-Ethoxy-5-oxo-tetrahydro-furan-3-yl)-carbamic acid benzyl ester (0.22 g, 0.86 mmol) in Ethyl acetate (25 mL) at room temperature was added 10 mol % Pd/C (˜0.03 g). The reaction flask was purged between H2 (1atm) and vacuum three times before stirring under H2 (1atm) at room temperature. After stirring at room temperature for 3 hrs, the reaction mixture was filtered through celite and then evaporated to dryness to give the title compound (0.12 g, 97%) as a clear oil.

Workup

  1. customThe reaction flask was purged between H2 (1atm) and vacuum three times
  2. stirringAfter stirring at room temperature for 3 hrs
  3. filtrationthe reaction mixture was filtered through celite
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-1a17ce5c7360496fa9c458e94f3466e2
Source dataset
uspto-grants-2007_02
Patent number
US07183260B2

Reaction notes

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