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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 593411Erstellt: 26. Oktober 2026

(3aR,4R5R,6aS)-4-((S,E)-3-(tert-Butyldimethylsilyloxy)-5-phenylpent-1-enyl)-2-methoxyhexahydro-2H-cyclopenta[b]furan-5-ol → Silanol

https://huagongshe.com/reaction/593411

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(3aR,4R5R,6aS)-4-((S,E)-3-(tert-Butyldimethylsilyloxy)-5-phenylpent-1-enyl)-2-methoxyhexahydro-2H-cyclopenta[b]furan-5-olHCID 131734562—
LösungsmittelHCl tetrahydrofuranHCID 18422008—
ProduktSilanolHCID 142154—
Produkt2H-Cyclopenta[b]furan-2,5-diol, hexahydro-4-[(1E,3S)-3-hydroxy-5-phenyl 1-penten-1-yl]-, (3aR,4R,5R,6aS)HCID 58700543—

Reaktionsschritte

Alcohol 93 (210 mg, 0.485 mmol) was stirred with 1.5% aqueous HCl/THF (3:2) (10 ml) at r.t. for 16 h. The mixture was extracted with CH2Cl2 (5×15 ml) and the combined organic phases were dried (MgSO4), filtered, and concentrated to give the triol 94 and silanol by-product as a clear, colourless oil. This material was taken forward for the subsequent transformation without purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09242954B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-37fa9ac1678947b4b0f5eee9841178f9
Quellennotizuspto-grants-2016_01