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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2106846Erstellt: 25. Oktober 2026

Tetrabutylammonium Fluoride Trihydrate → benzyl (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate

https://huagongshe.com/reaction/2106846

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrabutylammonium Fluoride TrihydrateHCID 11726816—
Eduktbenzyl (2S,3S,5R)-2-hexyl-3-[(t-butyldimethylsilyl)oxy]-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoateHCID 67935903—
LösungsmittelTetrahydrofuranHCID 8028—
Produktbenzyl (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoateHCID 6793591460,4%

Reaktionsschritte

(g) 480 mg of benzyl (2S,3S,5R)-2-hexyl-3-[(t-butyldimethylsilyl)oxy]-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate and 350 mg of tetrabutylammonium fluoride trihydrate were dissolved in 8 ml of THF and stirred for 12 hours. After evaporation the residue was dissolved in 50 ml of ether and washed with water. The ethereal phase was dried and evaporated. The product was chromatographed on silica gel. There were obtained 240 mg of benzyl (2S,3S,5R)-2-hexyl-3-hydroxy-5-[(tetrahydro-2H-pyran-2-yl)oxy]hexadecanoate, MS: 463 [(M+H)+ -dihydro-2H-pyran-2-yl].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04931463
Quelldatensatzuspto-grants-1990_06
ORD IDord-b677c6c7153747ba873bd88407783808
Quellennotizuspto-grants-1990_06