HCID 53719614, compound → HCID 49760536, compound

HRID 1720538Notes

Reaction equation

HRID 1720538 reaction equation
C([O:8][C:9](=[O:29])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15]([O:17][CH2:18][C:19]12[CH2:28][CH:23]3[CH2:24][CH:25]([CH2:27][CH:21]([CH2:22]3)[CH2:20]1)[CH2:26]2)=[O:16])C1C=CC=CC=1>CO.[Pd]>[C:19]12([CH2:18][O:17][C:15]([N:11]3[CH2:12][CH2:13][CH2:14][C@H:10]3[C:9]([OH:29])=[O:8])=[O:16])[CH2:20][CH:21]3[CH2:27][CH:25]([CH2:24][CH:23]([CH2:22]3)[CH2:28]1)[CH2:26]2

Participants

4

Reactant 1

HCID 53719614HCID 53719614, compound

Product 1

HCID 49760536HCID 49760536, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-[(1-adamantyl)methoxycarbonyl]-L-proline benzyl ester (1.98 g) in methanol (60 ml) was added 10% Pd-C (0.20 g), and the mixture was stirred at room temperature under hydrogen atmosphere for 1.5 hours. The catalyst was filtered off, and the filtrate was concentrated to give 1.53 g of the title compound.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-ca786530c6f64b82afbce9a09d1f922f
Source dataset
uspto-grants-1996_04
Patent number
US05506256

Reaction notes

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