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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 481497Erstellt: 25. Oktober 2026

Sodium Bicarbonate → (2S,3S)-1-tert-Butoxycarbonyl-3-(5-(1-cyanoethyl)-2-methoxybenzyl)amino-2-phenylpiperidine

https://huagongshe.com/reaction/481497

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium BicarbonateHCID 516892—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt(2S,3S)-3-Amino-1-tert-butoxycarbonyl-2-phenylpiperidineHCID 11311934—
Edukt5-(1-Cyanoethyl)-2-methoxybenzaldehydeHCID 19066487—
LösungsmittelDichloromethaneHCID 6344—
Produkt(2S,3S)-1-tert-Butoxycarbonyl-3-(5-(1-cyanoethyl)-2-methoxybenzyl)amino-2-phenylpiperidineHCID 57028229103,8%

Reaktionsschritte

To a stirred and ice-cooled solution of Compound 17 (160 mg, 0.60 mmol) and Compound 14 (120 mg, 0.60 mmol) in dry CH2Cl2 (5 ml) was added NaBH(OAc)3 (430 mg, 2.0 mmol) in one portion. The mixture was stirred at room temperature for 20 hours. The mixture was poured into NaHCO3 aq., and extracted with CH2Cl2. The combined extracts were dried (Na2SO4), and concentrated in vacuo to give Compound 18 as a yellow oil (280 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05789423
Quelldatensatzuspto-grants-1998_08
ORD IDord-6d9f25a64db247fdb285099b400e9bed
Quellennotizuspto-grants-1998_08