HCID 58282634, compound → HCID 58282690, compound

HRID 530706Notes

Reaction equation

HRID 530706 reaction equation
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:10][CH2:9][C@@H:8]([O:11][Si:12]([C:25]([CH3:28])([CH3:27])[CH3:26])([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:7][C@H:6]1[C:29]([O:31]CC1C=CC=CC=1)=[O:30])=[O:4]>CCO.[Pd]>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:10][CH2:9][C@@H:8]([O:11][Si:12]([C:25]([CH3:28])([CH3:26])[CH3:27])([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:7][C@H:6]1[C:29]([OH:31])=[O:30])=[O:4]

Participants

4

Reactant 1

HCID 58282634HCID 58282634, compound

Product 1

HCID 58282690HCID 58282690, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of compound 5 (12.2 mmol) in anhydrous EtOH (50 mL) was added Pd/C 10% (20% w/w). The vessel was flushed with nitrogen and H2 was added. The reaction mixture was stirred under hydrogen atmosphere for 16 hrs. The catalyst was filtered off and washed several times with EtOH. The filtrate was concentrated in vacuo to yield compound 6 as a colourless oil in a quantitative yield.

Workup

  1. customThe vessel was flushed with nitrogen and H2
  2. additionwas added
  3. filtrationThe catalyst was filtered off
  4. washwashed several times with EtOH
  5. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-dbda2d85467748efa2a3a667e4e0ea97
Source dataset
uspto-grants-2016_05
Patent number
US09353100B2

Reaction notes

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