5-Cyclopentyl-5-hydroxy-9-(4-hydroxy-2,5-dimethyl-phenyl)-3-oxo-non-8-ynoic Acid Methyl Ester → 3-[4-(2-Cyclopentyl-4,6-dioxo-tetrahydro-pyran-2-yl)-but-1-ynyl]-benzenesulfonamide

HRID 858862Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 858862
C[O:2][C:3](=O)[CH2:4][C:5](=[O:28])[CH2:6][C:7]([CH:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1)([OH:22])[CH2:8][CH2:9][C:10]#[C:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([S:18](=[O:21])(=[O:20])[NH2:19])[CH:13]=1.COC(=O)CC(=O)CC(C1CCCC1)(O)CCC#CC1C=C(C)C(O)=CC=1C>>[CH:23]1([C:7]2([CH2:8][CH2:9][C:10]#[C:11][C:12]3[CH:13]=[C:14]([S:18]([NH2:19])(=[O:20])=[O:21])[CH:15]=[CH:16][CH:17]=3)[CH2:6][C:5](=[O:28])[CH2:4][C:3](=[O:2])[O:22]2)[CH2:24][CH2:25][CH2:26][CH2:27]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 587625735-Cyclopentyl-5-hydroxy-3-oxo-9-(3-sulfamoyl-phenyl)-non-8-ynoic acid methyl ester

Produkt 1

HCID 587625983-[4-(2-Cyclopentyl-4,6-dioxo-tetrahydro-pyran-2-yl)-but-1-ynyl]-benzenesulfonamide

Versuchsvorschrift

The desired product was prepared analogously to example F(1), substituting 5-cyclopentyl-5-hydroxy-3-oxo-9-(3-sulfamoyl-phenyl)-non-8-ynoic acid methyl ester (80 mg, 0.19 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: 17 mg, 23%.

Quellen und Nachweise

ORD-Eintrag
ord-400d29cbd21147048c3ff8904a963bb3
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07148226B2

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