BIOMAT Database Logo BIOMAT Database Logo

A simplified procedure for the preparation of 2,3-O-isopropylidene-sn-glycerol from L-arabinose. 1980

P Kanda, and M A Wells

A new procedure for the preparation of 2,3-O-isopropylidene-sn-glycerol is described. L-arabinose is converted to its 4,5-monoisopropylidene diethyl mercaptal derivative. This compound is then subjected to periodate oxidation and borohydride reduction. Following neutralization, the aceton-glycerol is extracted from the aqueous solution into chloroform. Evaporation of the chloroform and subsequent distillation yielded pure 2,3-O-isopropylidene-sn-glycerol ([alpha]D22 = -14.5 degrees (in substance)) in an overall yield of 15-25%.

UI MeSH Term Description Entries
D008722 Methods A series of steps taken in order to conduct research. Techniques,Methodological Studies,Methodological Study,Procedures,Studies, Methodological,Study, Methodological,Method,Procedure,Technique
D009904 Optical Rotation The rotation of linearly polarized light as it passes through various media. Optical Activity,Activity, Optical,Rotation, Optical
D004148 Dioxolanes
D004149 Dioxoles
D001089 Arabinose L-Arabinose,L Arabinose
D013237 Stereoisomerism The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer

Related Publications

P Kanda, and M A Wells
Enzymatic synthesis of 2,3-O-isopropylidene-sn-glycerol, a chiral building block for platelet-activating factor.
August 1986, Chemical & pharmaceutical bulletin,
P Kanda, and M A Wells
2,3:4,6-Di-O-isopropylidene-alpha-L-sorbofuranose and 2,3-O-isopropylidene-alpha-L-sorbofuranose.
April 2009, Acta crystallographica. Section C, Crystal structure communications,
P Kanda, and M A Wells
Crystalline 2,3:4,5-di-O-isopropylidene-DL-arabinose diethyl dithioacetal: some reactions of acetal derivatives of arabinose.
December 1984, Carbohydrate research,
P Kanda, and M A Wells
Methyl 4-O-benzoyl-2,3-O-isopropylidene-alpha-L-rhamnopyranoside.
August 2006, Acta crystallographica. Section C, Crystal structure communications,
P Kanda, and M A Wells
PREPARATION OF 5,6-O-ISOPROPYLIDENE-L-ASCORBIC ACID.
December 1963, Experientia,
P Kanda, and M A Wells
Some studies concerning the dimerization of 2,3-O-isopropylidene-L-erythrose.
December 1990, Carbohydrate research,
P Kanda, and M A Wells
[The determination of 2,3-isopropylidene-L-sorbose and 2,3;4,6-di-o-isopropylidene-L-sorbose in the production of L-ascorbic acid].
December 1966, Ceskoslovenska farmacie,
P Kanda, and M A Wells
Synthesis of (-)-noviose from 2,3-O-isopropylidene-D-erythronolactol.
October 2004, The Journal of organic chemistry,
P Kanda, and M A Wells
The structures of some isopropylidene-aldehydo-L-arabinose derivatives.
April 1948, Journal of the American Chemical Society,
P Kanda, and M A Wells
The preparation of 2-O-[1'-C]arachidonoyl-1-O-stearoyl-sn-glycerol.
June 2009, Journal of labelled compounds & radiopharmaceuticals,
Copied contents to your clipboard!