HCID 59201630, compound → HCID 59201315, compound

HRID 451892Notes

Reaction equation

HRID 451892 reaction equation
Cl[C:2]1[CH:3]=[C:4]([C@@H:8]([C@@H:17]2[CH2:22][CH2:21][CH2:20][N:19]([C:23](=[O:44])[NH:24][C@H:25]([CH2:34][N:35]([CH3:43])[C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37])[C@H:26]([CH:28]3[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]3)[OH:27])[CH2:18]2)[O:9][CH2:10][CH2:11][NH:12][C:13](=[O:16])[O:14][CH3:15])[CH:5]=[CH:6][CH:7]=1>CCO.[Pd]>[CH:28]1([C@H:26]([OH:27])[C@H:25]([NH:24][C:23]([N:19]2[CH2:20][CH2:21][CH2:22][C@@H:17]([C@H:8]([C:4]3[CH:3]=[CH:2][CH:7]=[CH:6][CH:5]=3)[O:9][CH2:10][CH2:11][NH:12][C:13](=[O:16])[O:14][CH3:15])[CH2:18]2)=[O:44])[CH2:34][N:35]([CH3:43])[C:36]([O:38][C:39]([CH3:40])([CH3:42])[CH3:41])=[O:37])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]1

Participants

4

Reactant 1

HCID 59201630HCID 59201630, compound

Product 1

HCID 59201315HCID 59201315, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of methyl 2-((R)-(3-chlorophenyl)((R)-1-((1S,2R)-1-cyclohexyl-1-hydroxy-3-(N-methyl-N-(tert-butoxycarbonyl)amino)propan-2-ylcarbamoyl)piperidin-3-yl)methoxy)ethylcarbamate (5 mg, 0.008 mmol) in EtOH (2 mL) was stirred with 10% Pd/C (5 mg) under H2 overnight. The mixture was filtered thru Celite. After removal of solvent in vacuo, the residue was used directly in the next step.

Workup

  1. filtrationThe mixture was filtered thru Celite
  2. customAfter removal of solvent in vacuo

Sources & evidence

ORD record
ord-c0f33f15280d4f81800297454169bcb0
Source dataset
uspto-grants-2013_07
Patent number
US08487108B2

Reaction notes

Loading…