HCID 68433578, compound → HCID 68430640, compound

HRID 2242648Notes

Reaction equation

HRID 2242648 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:25]([N:27]1[CH2:31][CH2:30][C@H:29]([F:32])[CH2:28]1)=[O:26])[C@H:10]([C:12]1[CH:24]=[CH:23][C:15]([C:16]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])=[O:17])=[CH:14][CH:13]=1)[CH3:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>C(O)(=O)C.[Pt](=O)=O>[C:1]([O:5][C:6]([NH:8][C@H:9]([C:25]([N:27]1[CH2:31][CH2:30][C@H:29]([F:32])[CH2:28]1)=[O:26])[C@H:10]([CH:12]1[CH2:24][CH2:23][CH:15]([C:16]([O:18][CH2:19][CH2:20][CH2:21][CH3:22])=[O:17])[CH2:14][CH2:13]1)[CH3:11])=[O:7])([CH3:3])([CH3:4])[CH3:2]

Participants

5

Reactant 2

HCID 68433578HCID 68433578, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68430640HCID 68430640, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of the material prepared in Step A (2.8 g, 6.1 mmol) in acetic acid (100 mL) was added solid platinum(IV) oxide (0.75 g). The mixture was placed under 3 atm of hydrogen gas at ambient temperature for 36 h. The mixture was filtered through Celite, and the resulting solution was concentrated in vacuo affording the title compound as a 2:1 mixture of cis and trans cyclohexyl diastereomers, which was used without further purification.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. concentrationthe resulting solution was concentrated in vacuo

Sources & evidence

ORD record
ord-ca7c408005474990a900cfb84c4528c5
Source dataset
uspto-grants-2010_03
Patent number
US07671073B2

Reaction notes

Loading…