The Dow Chemical Company

University of California

Lawrence W Nicholson

Christian T Goralski

Curtis D Pfeiffer

Nile Nelson Frawley

Timothy S Stevens

Bakthan Singaram

Philip J Savickas

William Charles Harris

Daniel J Swart

Thomas L Peters

Steven J Gluck

Gary B Fisher

Jose B Esquivel H

Deborah E Diedering

David R Albers

L David Rothman

A chemical analysis method for determining chemically related differences between subject biological material such as genetically modified plant material and control biological material such as genetically unmodified plant material, which method includes at least the following six steps. The first step is to contact the subject biological material with a fluid extractant, such as a mixture of water, isopropanol and potassium hydroxide, to produce a fluid extract of the subject biological material. The second step is to contact the control biological material with the fluid extractant to produce a fluid extract of the control biological material. The third step is to chromatograph the fluid extract of the subject biological material, for example, gas or fluid chromatography, to produce a chromatogram of the fluid extract of the subject biological material. The fourth step is to chromatograph the fluid extract of the control biological material to produce a chromatogram of the fluid extract of the control biological material. The fifth step is to determine the differences between the chromatograms, for example, by using the method of U.S. Pat. No. 5,592,402, to identify at least one outlier peak. The sixth step is to determine the chemical identity of the outlier peak, for example, using gas chromatography/mass spectroscopy analysis of the outlier peak.

Method for chemical analysis of biological material

Process for the separation of enantiomers

The present invention relates to a process for the synthesis of chiral enantiomerically pure .beta.-amino alcohols which are extraordinarily important as therapeutic agents for the treatment of a variety of human disorders and as chiral auxiliaries in organic synthesis. The hydroboration of enamines is a versatile and convenient method for the synthesis of both racemic and enantiomerically pure .beta.-amino alcohols in high yields. This methodology enables the synthesis of virtually any .beta.-amino alcohol. Hydroboration of these enamines with chiral organic borohydrides, e.g. either mono- or diisopinocampheylborane, followed by oxidation with aqueous or solid NaOH/30% H.sub.2 O.sub.2 or Me.sub.3 NO, gives the corresponding chiral .beta.-amino alcohol. Enantiomeric excesses ranged from 60% for reactions run at 25.degree. C. to greater than 99% for reactions run at -25.degree. C.

Asymmetric synthesis of .beta.-amino alcohols from chiral or achiral

An analytical chemistry apparatus and method for introducing a reagent into a flowing stream of liquid carrier in order to quantitatively analyze one or more components of a sample added into the carrier. The reagent is permeated across a short section of membrane having relatively large pores. The use of such a membrane: (a) allows the membrane to be protected from physical damage by covering it with a perforate structure; (b) significantly reduces bandspreading across the membrane reagent addition device; (c) reduces the pressure drop across the membrane reagent addition device; and (d) still allows for the permeation of an effective amount of the reagent into the carrier. The reagent is preferably pressurized to minimize leakage of carrier across the membrane and the reagent can be self-pressurized by essentially completely filling the reagent reservoir of the invention with reagent and then hermetically sealing the reservoir.

Method for reagent addition to a flowing liquid carrier stream

Growing community of inventors

Midland, MI, United States of America

Lawrence W Nicholson