HCID 131727925, compound → HCID 131727924, compound

HRID 2242659Notes

Reaction equation

HRID 2242659 reaction equation
[C:1]([O:5][C:6]([NH:8][C@H:9]([C:29]([N:31]1[CH2:35][CH2:34][C@H:33]([F:36])[CH2:32]1)=[O:30])[C@H:10]([CH:12]1[CH2:17][CH2:16][CH:15]([NH:18]C(=O)OCC2C=CC=CC=2)[CH2:14][CH2:13]1)[CH3:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([O:5][C:6](=[O:7])[NH:8][C@H:9]([C:29]([N:31]1[CH2:35][CH2:34][C@H:33]([F:36])[CH2:32]1)=[O:30])[C@H:10]([CH:12]1[CH2:17][CH2:16][CH:15]([NH2:18])[CH2:14][CH2:13]1)[CH3:11])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 2

HCID 131727925HCID 131727925, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 131727924HCID 131727924, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of the slower eluting diastereomer of the material prepared in Step A (0.60 g, 1.2 mmol) in methanol (100 mL) was added 10% palladium on carbon (0.20 g). The mixture was placed under 3 atm of hydrogen gas for 3 h, then filtered through Celite. The solution was then concentrated in vacuo, affording the title compound as a clear oil. LC/MS 372.3 (M+H).

Workup

  1. filtrationfiltered through Celite
  2. concentrationThe solution was then concentrated in vacuo

Sources & evidence

ORD record
ord-fa0c3420b6d949c9a842dcee6c940b78
Source dataset
uspto-grants-2010_03
Patent number
US07671073B2

Reaction notes

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