The Scripps Research Institute

Mitsubishi Kasei Corporation

Hiroaki Ueno

Philippe G Nantermet

Rodney K Guy

K C Nicolaou

Masahiko Morioka

Kyriacos Costa Nicolaou

Zhen Yang

Akihisa Mori

Akihito Kamizono

Jin-Jun Liu

Syuichiro Kadowaki

Kc Nicolaou

Fumiko Hatanaka

A method for esterifying C13 deoxy taxoid intermediates employs three steps, i.e., oxygenation of the C13 deoxy taxoid intermediate to produce a C13 enone taxoid intermediate; reduction of the C13 enone to produce an alcohol; followed by esterification of the C13 alcohol. Key intermediates include C13 deoxy taxoids; C13 enone substituted taxoids; and C1-C2 cyclo carbonate esters of taxoids.

Transformations of taxol

Transformations of taxol, baccatin III and of 10-deacetyl baccatin III provide access to novel taxol analogs and key intermediates thereto.

Access to taxol analogs

The total synthesis of taxol employs a convergent synthetic plan. The synthetic plan may also be employed to produce a large number of taxol analogs. Taxol analogs having skeletal extensions are inaccessible by modification of the natural product but are readily produced by employing the convergent synthetic plan herein.

Total synthesis of taxol and taxol analogs

Asteroid derivative of the general formula: ##STR1## wherein X--O-- represents a residue of steroid compound and --A-- represents --CO[NH(CHR.sup.1).sub.y --(Y).sub.p --CO].sub.m NH--, --CO--(R.sup.2).sub.x --(Z).sub.q --CO--NH--, or --CO--(CH.sub.2).sub.n --. A therapeutic agent to osteopathy comprising the above steroid derivative is also provided.

Steroid derivatives

Carboxylic acid derivatives of the formula: ##STR1## are provided, which are useful for treatment of androgen dependent diseases.

Carboxylic acid derivatives

Growing community of inventors

San Diego, CA, United States of America

Hiroaki Ueno