Processes for producing a compound represented by the formula (1), which includes an acrylic acid derivative and is useful as an agricultural chemical or medicine. One of the processes comprises the step of formulating a compound (3) and converting the OH of the resultant compound (2) into OR″. The first step comprises reacting a formic or orthoformic ester in the presence of a Lewis acid and a base. The second step comprises reacting the compound with R″OH or with R″OH and CH(OR″)
3
under acidic conditions or using a phase-transfer catalyst in a two-phase system and regulating the base and the concentration thereof to stereoselectively synthesize the target compound. In another, process, the compound is efficiently produced without isolating the compound. The compound can also be produced without the compound (2).
1
Derivatives of apoptolidin, including skeletal homologues, are potent and selective apoptosis-inducing agents which, unlike apoptolidin, do not undergo isomerization under physiological conditions. These compounds exhibit antitumor properties, often superior to those of apoptolidin, and as such can be used in the treatment of cancer and other hyperproliferative disorders.
A novel synthesis of the cyclic carbinolamide moiety of the maytansinoids
作者:Konstantinos S. Petrakis、Josef Fried
DOI:10.1016/s0040-4039(00)88096-x
日期:1983.1
The α-diketo urethane 3 cyclizes to form the cyclic carbinolamide 4 using TMS triflate and 2,6-di-t-butylpyridine. The siloxy group of 4 is readily exchanged in methanol or water to form 6 or 7. Remarkably, 3 does not cyclize spontaneously or on standard acid catalysis.