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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 326319Erstellt: 23. Oktober 2026

(2R, 3S)-N-[(tert-Butyloxy)carbonyl]-3-amino-4-phenyl-2-(triisopropylsilyloxy) butan-1-ol → (2R 3S)-N-[(tert-butyloxy)carbonyl]-3-amino-2-(triisopropylsilyloxy)-4-cyclohexyl-1-butanol

https://huagongshe.com/de/reaction/326319

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt(2R, 3S)-N-[(tert-Butyloxy)carbonyl]-3-amino-4-phenyl-2-(triisopropylsilyloxy) butan-1-olHCID 15281982—
LösungsmittelMethanolHCID 887—
LösungsmittelRhodiumHCID 23948—
Produkt(2R 3S)-N-[(tert-butyloxy)carbonyl]-3-amino-2-(triisopropylsilyloxy)-4-cyclohexyl-1-butanolHCID 1528198367%

Reaktionsschritte

The alcohol of Step 2 (12.8 g, 29.3 mmol) was dissolved in MeOH (135 mL) and hydrogenated with 5% Rh/C at 60 psi and 60° C. for 30 hours. The filtrate was concentrated and purified by medium pressure column chromatography (silica gel, 15% ethyl acetate in hexane) to give the title compound as a white solid (8.70 g, 67% yield, mp 61°-63° C.). Anal. calcd. for C24H49NO4Si: C, 64.96; H, 11.13; N, 3.16. Found: C, 65.16; H, 11.26; N, 3.12.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05268391
Quelldatensatzuspto-grants-1993_12
ORD IDord-8540141bfee04d2789eeddbab69250a4
Quellennotizuspto-grants-1993_12