Acetic Acid → HCID 67897527, compound

HRID 2371396Notes

Reaction equation

HRID 2371396 reaction equation
C(OC([N:11]1[CH2:15][C@H:14]([OH:16])[CH2:13][C@H:12]1[C:17]([O:19][CH3:20])=[O:18])=O)C1C=CC=CC=1.C(O)(=O)C.[H][H]>C(O)C.[C].[Pd]>[C:17]([OH:19])(=[O:18])[CH3:12].[CH3:20][O:19][C:17]([C@@H:12]1[CH2:13][C@@H:14]([OH:16])[CH2:15][NH:11]1)=[O:18]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 6884112-Methyl 1-(phenylmethyl) (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 67897527HCID 67897527, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of (2S,4R)-1-benzyloxycarbonyl-2-methoxycarbonyl-4-hydroxypyrrolidine (4.34 g) in 95% ethanol (44 ml), 10% palladium-carbon (419 mg) and acetic acid (0.89 ml) were added. The mixture was vigorously stirred at room temperature for 1.5 hours under an atmospheric pressure of hydrogen. Removal of the catalyst gave (2S,4R)-2-methoxycarbonyl-4-hydroxypyrrolidine acetate.

Workup

  1. customRemoval of the catalyst

Sources & evidence

ORD record
ord-80f82299e8e548abad0a6cc3bbc39f06
Source dataset
uspto-grants-1992_03
Patent number
US05093328

Reaction notes

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