Process for the enantiomer-selective preparation of .gamma.-keto

Details Process for the enantiomer-selective preparation of .gamma.-keto Process for the enantiomer-selective preparation of .gamma.-keto

1990-06-19

1992-03-10

Dees, Jose G.

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

Organic compounds

Four or more ring nitrogens in the bicyclo ring system

544242, 546138, 546139, 548469, 548470, 560 16, 560 37, 560153, 560170, 562567, 562568, C07C22900, C07D45502

Patent

active

050951149

ABSTRACT:
The invention relates to a process for the enantiomer-selective preparation of .gamma.-keto-.delta.-amino acid derivatives of the formula I ##STR1## characterized in that a compound of the formula II ##STR2## is converted, using a trialkylchlorosilane, into a compound of the formula III ##STR3## this compound is then reacted with a diazoacetate of the formula N.sub.2 CH.sub.2 COOR.sup.4 (R.sup.4 .noteq.H) to give a cyclopropane compound of the formula IV ##STR4## and then the compound IV is converted, by ring-opening and removal of the silyl groups, and where appropriate saponification, into the compound of the formula I, R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 having the meanings indicated in claim 1.

REFERENCES:
patent: 3711458 (1973-01-01), Olofson et al.
patent: 4325877 (1982-04-01), Metcalf et al.
patent: 4855486 (1989-08-01), Kalbag
Ewenson et al., J. Med. Chem., 29: 295-299 (1986).
Almquist et al., J. Med. Chem., 23: 1392-1398 (1980).
Araki et al., Bull. Chem. Soc. Jpn., 47: 1777-1780 (1974).
Lloyd et al., J. Chem. Soc. (C), 2890-2896 (1971).

Affiliated with

Also associated with

Rating

Process for the enantiomer-selective preparation of .gamma.-keto does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the enantiomer-selective preparation of .gamma.-keto, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the enantiomer-selective preparation of .gamma.-keto will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2285728