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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15652Erstellt: 23. Oktober 2026

Tributylphosphine → methyl[(3S)-6-({2'-(acetoxymethyl)-6'-methyl-4'-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetate

https://huagongshe.com/de/reaction/15652

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTributylphosphineHCID 13831—
Edukt1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Edukt(S)-Methyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetateHCID 53393313—
Edukt(3'-(Hydroxymethyl)-6-methyl-4-[3-(methylsulfonyl)propoxy]biphenyl-2-yl)methyl acetateHCID 59342573—
LösungsmittelTolueneHCID 1140—
LösungsmittelHexaneHCID 8058—
Produktmethyl[(3S)-6-({2'-(acetoxymethyl)-6'-methyl-4'-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetateHCID 5934259779%

Reaktionsschritte

A solution of methyl[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]acetate (0.208 g, 1.00 mmol), (3′-(hydroxymethyl)-6-methyl-4-[3-(methylsulfonyl)propoxy]biphenyl-2-yl)methyl acetate (0.360 g, 1.00 mmol) and tributylphosphine (0.324 g, 1.60 mmol) in toluene (15 mL) was stirred, 1,1′-(azodicarbonyl)dipiperidine (0.404 g, 1.60 mmol) was added, and the mixture was stirred at room temperature for 3 hr under nitrogen atmosphere. Hexane (8 mL) was added to the reaction mixture, the precipitated insoluble substance was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=30:70-70:30) to give the title compound (0.432 g, yield 79%) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732626B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-6a7924da036c476781bb9ebc7bbc46e5
Quellennotizuspto-grants-2010_06