Synthesis of DL-threo- and DL-erythro-2-d-C14-Dihydrosphingosines

THE SYNTHESIS OF D-ERYTHRO- AND D-THREO-a-AMINO-

In 1931 Klenk and Diebold (1) reported that sphingosine, upon oxidative degradation, gave rise to myristic acid and an optically active dihydroxyaminobutyric acid, [o(]A3 = 33.4”, which these authors characterized as an cY-amino-p ,r-dihydroxy-n-butyric acid. 5 years later Fischer and Feldmann (2), starting from D-glyceric aldehyde, synthesized an optically active oc-amino-p ,r-dihydroxy-n-buty...

Synthesis and antibacterial activity of DL-threo-1-(1-methylsulfonylpyrrole-3-yl)-2-difluoroacetamidopropane-1,3-diol.

The three-stage synthesis of a pyrrole analogue of chloramphenicol (5) was described. It is inactive.

A comprehensive in vitro screening of d-, l-, and dl-threo-methylphenidate: an exploratory study.

dl-Methylphenidate (MPH) has been widely used to treat attention-deficit/hyperactivity disorder (ADHD) for the last half century. It had been exclusively available in the racemic form, i.e., a 50:50 mixture of d- and l-isomers. However, a single enantiomer formulation, d-MPH (dexmethylphenidate), became available for general clinical use in 2002. For this reason, the intrinsic pharmacological d...

Fumarase-Catalyzed Synthesis of t-threo-Chloromalic Acid and lts Conversion to 2-Deoxy-D-ribose and D-erythro-Sphingosine

These enzyrnes are indisputably valuable but have certain disadvantages, among which is often imperfect enantioselectivity. The standards in enantioselective synthesis are now very high: for most applications, an enantiomeric excess (ee) in an enantioselective step of less than 90% is essentially useless, and values of ee >99% are very desirable.a It is often difficult to achieve broad substrat...

Conversion of DL-lactate-2-C14 or -3-C14 or pyruvate-2-C14 to blood glucose in humans: effects of diabetes, insulin, tolbutamide, and glucose load.