Tetrahydrofuran → HCID 69104784, compound

HRID 2224048Notes

Reaction equation

HRID 2224048 reaction equation
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:18]2[C@@H:17]3[C@:8]([CH:28]=[CH2:29])([C@H:9]4[C@@:13]([CH2:15][CH2:16]3)([CH3:14])[C@@H:12]([O:21][CH:22]3[CH2:27][CH2:26][CH2:25][CH2:24][O:23]3)[CH2:11][CH2:10]4)[CH2:7][CH2:6][C:5]=2[CH:4]=1.C1COCC1>[Pd].CO>[CH2:28]([C@@:8]12[CH2:7][CH2:6][C:5]3[CH:4]=[C:3]([O:2][CH3:1])[CH:20]=[CH:19][C:18]=3[C@H:17]1[CH2:16][CH2:15][C@@:13]1([CH3:14])[C@H:9]2[CH2:10][CH2:11][C@@H:12]1[O:21][CH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][O:23]1)[CH3:29]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 159079813-Methoxy-17beta-(tetrahydropyran-2-yloxy)-8beta-vinyl-estra-1,3,5(10)-triene

Product 1

HCID 69104784HCID 69104784, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.50 g of 13a was dissolved in 25 ml of solvent mixture that consists of THF and methanol (v/v=7/3) and stirred with 0.30 g of palladium (10% on magnesium carbonate) for 3.75 hours at room temperature under hydrogen atmosphere. Then, the reaction solution was filtered on Celite, the filtrate was evaporated to the dry state in a rotary evaporator and the bright foam that was obtained was used without additional purification in the next stage.

Workup

  1. filtrationThen, the reaction solution was filtered on Celite
  2. customthe filtrate was evaporated to the dry state in a rotary evaporator
  3. customthe bright foam that was obtained
  4. customwas used without additional purification in the next stage

Sources & evidence

ORD record
ord-e2164f38c6b04c278c299d78ce7687fb
Source dataset
uspto-grants-2008_05
Patent number
US07378404B2

Reaction notes

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