Process for synthesizing carbapenem side chain intermediates

Details Process for synthesizing carbapenem side chain intermediates Process for synthesizing carbapenem side chain intermediates

1997-10-02

1999-03-02

McKane, Joseph K.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D20708

Patent

active

058773282

ABSTRACT:
A process for the synthesis of an N-(di-substituted phosphoryl)-trans-4-hydroxy-L-proline of the formula I: ##STR1## is disclosed, wherein R.sup.1 and R.sup.2 independently represent C.sub.1-18 alkyl, phenyl or phenyl-substituted C.sub.1-18 alkyl, or R.sup.1 and R.sup.2 are taken in combination to represent C.sub.2-4 alkylidene or phenyl. Trans-4-hydroxy-L-proline is reacted with a di-(substituted) phosphite of the formula III: ##STR2## in the presence of sodium hypochlorite and sodium hydroxide to produce a compound of formula I.

REFERENCES:
patent: 5478820 (1995-12-01), Betts et al.
Synthesis, 1988, pp. 444-448, Ji et al.

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