5-Cyclopentyl-5-hydroxy-9-(4-hydroxy-2,5-dimethyl-phenyl)-3-oxo-non-8-ynoic Acid Methyl Ester → 6-Cyclopentyl-6-[4-(4-fluoro-phenyl)-but-3-ynyl]-dihydro-pyran-2,4-dione

HRID 858865Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 858865
C[O:2][C:3](=[O:26])[CH2:4][C:5](=[O:25])[CH2:6][C:7]([CH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1)(O)[CH2:8][CH2:9][C:10]#[C:11][C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1.COC(=O)CC(=O)CC(C1CCCC1)(O)CCC#CC1C=C(C)C(O)=CC=1C>>[CH:20]1([C:7]2([CH2:8][CH2:9][C:10]#[C:11][C:12]3[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=3)[O:26][C:3](=[O:2])[CH2:4][C:5](=[O:25])[CH2:6]2)[CH2:21][CH2:22][CH2:23][CH2:24]1

Komponenten

3

Edukt 2

HCID 587623975-Cyclopentyl-5-hydroxy-9-(4-hydroxy-2,5-dimethyl-phenyl)-3-oxo-non-8-ynoic Acid Methyl EsterHCID 587627495-Cyclopentyl-9-(4-fluoro-phenyl)-5-hydroxy-3-oxo-non-8-ynoic acid methyl ester

Produkt 1

HCID 587624466-Cyclopentyl-6-[4-(4-fluoro-phenyl)-but-3-ynyl]-dihydro-pyran-2,4-dione

Versuchsvorschrift

The desired product was prepared analogously to example F(1), substituting 5-cyclopentyl-9-(4-fluoro-phenyl)-5-hydroxy-3-oxo-non-8-ynoic acid methyl ester (400 mg, 1.1 mmol) from Step 2 below in place of 5-cyclopentyl-5-hydroxy-9-(4-hydroxy-2,5-dimethyl-phenyl)-3-oxo-non-8-ynoic acid methyl ester. Yield: 190 mg, 53%. MS (ESI): 327 (M−H).

Quellen und Nachweise

ORD-Eintrag
ord-6c4829a9b51d46019ff4cd4cba7e1a3b
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07148226B2

Notizen zur Reaktion

Wird geladen…