HCID 69557956, compound → HCID 69558127, compound

HRID 278269Notes

Reaction equation

HRID 278269 reaction equation
C(OC([NH:11][CH:12]1[CH2:16][CH:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:14]([CH2:23][N:24]2[CH2:29][CH2:28][CH:27]([CH2:30][CH2:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:26][CH2:25]2)[CH2:13]1)=O)C1C=CC=CC=1>CO.[Pd]>[NH2:11][CH:12]1[CH2:16][CH:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:14]([CH2:23][N:24]2[CH2:25][CH2:26][CH:27]([CH2:30][CH2:31][CH2:32][C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH2:28][CH2:29]2)[CH2:13]1

Participants

4

Reactant 1

HCID 69557956HCID 69557956, compound

Product 1

HCID 69558127HCID 69558127, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-(SR)-(benzyloxycarbonylamino)-3-(SR)-((4-(3-phenylprop-1-yl)piperidin-1-yl)methyl)-4-(SR)-phenylcyclopentane (from Step G, derived from the Higher Rf isomer from Step E) (500 mg, 1.0 mmol) in methanol (10 mL) was added 10% Pd/C (100 mg). The mixture was hydrogenated on a Parr shaker at 40 psi for 2 h and was then filtered and concentrated to afford the crude title compound (350 mg) as an oil.

Workup

  1. filtrationwas then filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-747c8f3812b3416b8d31840366bd603c
Source dataset
uspto-grants-2002_03
Patent number
US06358979B1

Reaction notes

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