HCID 58282634, compound → HCID 58282690, compound

HRID 926003Notes

Reaction equation

HRID 926003 reaction equation
[Si:1]([O:18][C@@H:19]1[CH2:24][CH2:23][C@@H:22]([C:25]([O:27][CH3:28])=[O:26])[C@H:21]([C:29]([O:31]CC2C=CC=CC=2)=[O:30])[CH2:20]1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCO.[Pd]>[Si:1]([O:18][C@H:19]1[CH2:20][C@@H:21]([C:29]([OH:31])=[O:30])[C@H:22]([C:25]([O:27][CH3:28])=[O:26])[CH2:23][CH2:24]1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

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 35 (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 36 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-c7fee49d9619420699b363794da4c9e0
Source dataset
uspto-grants-2016_03
Patent number
US09284307B2

Reaction notes

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