HCID 18658030, compound → HCID 67685545, compound

HRID 1492728Notes

Reaction equation

HRID 1492728 reaction equation
[OH:1][C@H:2]1[C@H:7]([OH:8])[C@@H:6]([C:9]#[C:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[O:5][C:3]1=[O:4].[H][H]>C(O)C>[OH:1][C@H:2]1[C@H:7]([OH:8])[C@H:6](/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[O:5][C:3]1=[O:4]

Participants

4

Reactant 2

HCID 18658030HCID 18658030, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67685545HCID 67685545, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.02 g (4.51 mmol) of the compound (25) obtained in step e' were dissolved in 20 ml of ethanol, 40 mg of 5 wt % Pd--CaCO3 /Pb (Lindlar catalyst) were added thereto, and the resultant solution was strongly stirred in a hydrogen atmosphere. The solid product in the reaction solution was filtered with Celite, and the solvent was distilled at a reduced pressure, thereby obtaining a white crystal. This crystal was recrystallized from a dichloromethane/hexane solution mixture to obtain 967 mg (4.24 mmol) of a white fibrous compound (26) (yield:94%). The physical data of the resultant compound (26) were as follows:

Workup

  1. addition40 mg of 5 wt % Pd--CaCO3 /Pb (Lindlar catalyst) were added
  2. filtrationThe solid product in the reaction solution was filtered with Celite
  3. distillationthe solvent was distilled at a reduced pressure
  4. customobtaining a white crystal
  5. customThis crystal was recrystallized from a dichloromethane/hexane solution mixture

Sources & evidence

ORD record
ord-48b1b0aa0514419e86fe115c69b6eb5a
Source dataset
uspto-grants-1994_12
Patent number
US05374744

Reaction notes

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