Diisobutylaluminum hydride → HCID 69104921, compound

HRID 2224047Notes

Reaction equation

HRID 2224047 reaction equation
[F:1][C:2]([F:31])=[CH:3][C@@:4]12[CH2:21][CH2:20][C:19]3[CH:18]=[C:17]([O:22]C)[CH:16]=[CH:15][C:14]=3[C:13]1=[CH:12][CH2:11][C@@:9]1([CH3:10])[C@H:5]2[CH2:6][CH2:7][C@@H:8]1[O:24]C1CCCCO1.CC(C[AlH]CC(C)C)C>CCOCC>[F:1][C:2]([F:31])=[CH:3][C@@:4]12[CH2:21][CH2:20][C:19]3[CH:18]=[C:17]([OH:22])[CH:16]=[CH:15][C:14]=3[C:13]1=[CH:12][CH2:11][C@@:9]1([CH3:10])[C@H:5]2[CH2:6][CH2:7][C@@H:8]1[OH:24]

Participants

4

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 69105172HCID 69105172, compound

Product 1

HCID 69104921HCID 69104921, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

105 mg of 8β-(2,2-difluorovinyl)-3-methoxy-17β-(tetrahydropyran-2-yloxy)-estra-1,3,5(10),9(11)-tetraene was reacted according to general operating instructions 19 for ether cleavage with DIBAH/acid. The yield of colorless crystals with a melting point of 103-106° C. was 75 mg (93%).

Sources & evidence

ORD record
ord-770474406de04185bd0d2f93c88a7db2
Source dataset
uspto-grants-2008_05
Patent number
US07378404B2

Reaction notes

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