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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 243602Erstellt: 25. Oktober 2026

Benzene → tert-butyl 2-[({(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxoimidazolidin-1-yl}butanoyl)amino]-4-phenylbutyl}amino)methyl]pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/243602

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBenzeneHCID 241—
Edukttert-butyl (2S)-2-formylpyrrolidine-1-carboxylateHCID 2734674—
EduktSodium borohydrideHCID 4311764—
Edukt(2S)-N-[(1S,2R)-3-amino-1-benzyl-2-hydroxypropyl]-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxoimidazolidin-1-yl}butanamideHCID 66891621—
LösungsmittelEthanolHCID 702—
Produkttert-butyl 2-[({(2R,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxoimidazolidin-1-yl}butanoyl)amino]-4-phenylbutyl}amino)methyl]pyrrolidine-1-carboxylateHCID 66891972103%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

A solution of the product of Example 274C (59 mg) in ethanol:benzene (1 mL, 1:1) was treated with N-t-butoxylcarbonyl-(L)-prolinal (26 mg, 1 equivalent), stirred at 70° C. for 1 hour, cooled at 25° C., treated with NaBH4 (14 mg, 3 equivalents) at 25° C. and stirred for 16 hours. The mixture was quenched with saturated NH4Cl and partitioned between water and ethyl acetate. The organic layer was separated, dried over MgSO4, filtered and concentrated to give 85 mg of the crude title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08653141B2
Quelldatensatzuspto-grants-2014_02
ORD IDord-2a70caf09ac248f280655a122148fd93
Quellennotizuspto-grants-2014_02