Ethyl Acetate → HCID 59608151, compound

HRID 1469682Notes

Reaction equation

HRID 1469682 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[CH2:10][C:11]([O:13]CC1C=CC=CC=1)=[O:12])=[O:4].C(OCC)(=O)C>CO.[Pd]>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][CH2:8][CH2:7][N:6]1[CH2:10][C:11]([OH:13])=[O:12])=[O:4]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 67506082HCID 67506082, compound

Product 1

HCID 59608151HCID 59608151, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Next, to the solution of (S)-1-benzyloxycarbonylmethyl-pyrrolidine-2-carboxylic acid methyl ester (2.50 g, 9.01 mmol) in methanol (30 mL)/ethyl acetate (30 mL) is added Pd/C (300 mg) and the mixture is stirred under an atmosphere of hydrogen (H2 balloon) for 18 hours. The catalyst is filtered through a Celite pad and the filtrate is evaporated under reduced pressure to give the title compound; HPLC Retention time 0.94 minutes (condition C): MS 188.4 (M+1).

Workup

  1. filtrationThe catalyst is filtered through a Celite pad
  2. customthe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-1330cab1682144b8bb9a4d95b240d6e6
Source dataset
uspto-grants-2015_04
Patent number
US09006249B2

Reaction notes

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