Reaktion #1166234

Reaktionsgleichung

benzoylisocyanate

carbinol

epoxycarbinol

→

2-aminopropane-1,3-diol

benzoylcarbamate

Reaktionsbedingungen

Vorschrift

Alternatively, an enantiomeric 2-aminopropane-1,3-diol of the present invention is prepared by reducing a trans-propenoate 83, prepared from an appropriate aldehyde and a (carbalkoxymethylene)triphenylphosphorane in a conventional Wittig reaction, is reduced to a carbinol 84 and epoxidized under asymmetric conditions to an epoxycarbinol 85, which in turn, is condensed with a benzoylisocyanate to provide a benzoylcarbamate, 86 cyclized to an oxazolidinone 87, and cleaved to an aminopropanediol 88.

Quelle