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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 533388Erstellt: 25. Oktober 2026

Water → (S)-3-((R)-1-Hydroxy-2-methylsulfanylethyl)pyrrolidine-1-carboxylic acid t-butyl ester

https://huagongshe.com/reaction/533388

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium methanethiolateHCID 4378561—
Edukt(S)-(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl esterHCID 86650334—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(S)-3-((R)-1-Hydroxy-2-methylsulfanylethyl)pyrrolidine-1-carboxylic acid t-butyl esterHCID 6685951956,2%

Reaktionsschritte

Sodium methyl mercaptide (296 mg, 4.2 mmol) was dissolved in THF (1.0 mL), and the mixture was stirred for 10 minutes at room temperature. (S)—(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl ester (300 mg, 1.41 mmol) was dissolved in THF (0.4 mL) and added to the mixture. The resulting solution was placed in a microwave reactor for 30 minutes at 100° C., then cooled to room temperature. Hexanes (3×10 mL) was added, followed by water (10 mL). The organic layer was collected, dried over Na2SO4, filtered, and concentrated. The crude product was purified by column chromatography (0-100% EtOAc in hexanes) to yield the title compound as a clear oil (207 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08853255B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-81c689d447e94b30a9fe7c63f45e532e
Quellennotizuspto-grants-2014_10