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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 221938Erstellt: 25. Oktober 2026

Ammonium Chloride → (3'r,4's,5s,5's,6'r)-3',4',5'-Tris-benzyloxy-6'-benzyloxymethyl-3-(4-ethylphenyl)-3',4',5',6'-tetrahydro-spiro[thieno[2,3,f]isobenzofuran-5(7h),2'-[2h]pyran]

https://huagongshe.com/reaction/221938

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
EduktTBAF tetrahydrofuranHCID 11078149—
Edukt(3'r,4's,5s,5's,6'r)-3',4',5'-Tris-benzyloxy-6'-benzyloxymethyl-3-(4-ethylphenyl)-3',4',5',6'-tetrahydro-2-trimethylsilyl-spiro[thieno[2,3,f]isobenzofuran-5(7h),2'-[2h]pyran]HCID 68505591—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(3'r,4's,5s,5's,6'r)-3',4',5'-Tris-benzyloxy-6'-benzyloxymethyl-3-(4-ethylphenyl)-3',4',5',6'-tetrahydro-spiro[thieno[2,3,f]isobenzofuran-5(7h),2'-[2h]pyran]HCID 6850627598,3%

Reaktionsschritte

(3′R,4′S,5S,5′S,6′R)-3′,4′,5′-tris-benzyloxy-6′-benzyloxymethyl-3-(4-ethylphenyl)-3′,4′,5′,6′-tetrahydro-2-trimethylsilyl-spiro[thieno[2,3,f]isobenzofuran-5(7H),2′-[2H]pyran] (0.094 g, 0.109 mmol) was dissolved in tetrahydrofuran (0.5 mL). A Solution of tetrabutylammonium fluoride/tetrahydrofuran (1.0 M, 0.43 mL) was added thereto, and then the mixture was stirred for 1.5 hours at room temperature. Saturated aqueous ammonium chloride was added thereto, and the resultant mixture was extracted with diethyl ether. The organic layer was concentrated under reduced pressure, to thereby obtain the titled compound (84.5 mg, 98%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08207134B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-4e9a8741fe224381bf4542b154d9c8ba
Quellennotizuspto-grants-2012_06