HCID 22005268, compound → HCID 22004925, compound

HRID 324886Notes

Reaction equation

HRID 324886 reaction equation
[CH:1]([C:4]1[C:5]([CH2:31][OH:32])=[C:6]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=2[O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:7]([CH2:13][CH2:14][CH3:15])=[C:8]([CH:10]([CH3:12])[CH3:11])[CH:9]=1)([CH3:3])[CH3:2]>CCCCCC.CCOC(C)=O>[CH:1]([C:4]1[C:5]([CH:31]=[O:32])=[C:6]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=2[O:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:7]([CH2:13][CH2:14][CH3:15])=[C:8]([CH:10]([CH3:12])[CH3:11])[CH:9]=1)([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 22005268HCID 22005268, compound

Product 1

HCID 22004925HCID 22004925, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Prepared from the intermediate obtained in Step A by the procedure described in Example 218, Step A. Silica gel chromatography (95:5 hexane/EtOAc) provided a colorless crystalline solid (0.323 g, 88%). 1H NMR (CDCl3, 300 MHz): δ 9.74 (s, 1H), 7.41 (s, 1H), 7.22-7.28 (m, 3H), 7.06-7.13 (m, 3H), 6.72-6.80 (m, 2H), 5.00 (s, 2H), 3.91 (sept, 6.8 Hz, 1H), 3.23 (sept, 6.7 Hz, 1H), 2.37-2.46 (m, 1H), 2.17-2.27 (m, 1H), 1.20-1.36 (m, 14H), 0.73 (t, 7.4 Hz, 3H). FAB-MS: calculated for C29H33FO2 432; found 433 (M+H).

Sources & evidence

ORD record
ord-286475a3ce394e4aac3fdd498430b166
Source dataset
uspto-grants-2001_04
Patent number
US06218431B1

Reaction notes

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