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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 464461Erstellt: 25. Oktober 2026

(2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile → (S)alpha-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[Z-2-(cyclobutoxycarbonyl)-ethenyl]-cyclopropane-carboxylate

https://huagongshe.com/reaction/464461

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(2S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrileHCID 9837437—
Edukt(1R,cis) 2,2-dimethyl-3-[Z-2-(cyclobutoxycarbonyl)-ethenyl]-cyclopropane-carboxylic acidHCID 70477467—
ProduktDiisopropylether hexaneHCID 21881879—
Produkt(S)alpha-cyano-3-phenoxy-benzyl (1R,cis) 2,2-dimethyl-3-[Z-2-(cyclobutoxycarbonyl)-ethenyl]-cyclopropane-carboxylateHCID 131713082178,3%

Reaktionsschritte

Using the procedure of Step A above, 1.8 g of the acid of Step B and 2 g of (S)α-cyano-3-phenoxy-benzyl alcohol were reacted and the product was chromatographed over silica gel. Elution with a 9-1 cyclohexane-ethyl acetate mixture and then with an 8-2 n-hexane-isopropyl ether mixture yielded 3.0 g of (S)α-cyano-3-phenoxy-benzyl(1R,cis)2,2-dimethyl-3-[Z-2-(cyclobutoxycarbonyl)-ethenyl]-cyclopropane-carboxylate with a specific rotation of [α]D20 =+45.5°±2° (c=0.6% in chloroform).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04547522
Quelldatensatzuspto-grants-1985_10
ORD IDord-3dcc9229ad294d1a88625bb0825a4847
Quellennotizuspto-grants-1985_10