The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.
The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.
Patent No.:
Date of Patent:
Mar. 11, 1986
Filed:
Feb. 15, 1984
Khuong H Mai, Vernon Hills, IL (US);
Ghanshyam Patil, Vernon Hills, IL (US);
American Hospital Supply Corporation, Evanston, IL (US);
Abstract
Described is a process for preparing 2,2'-disubstituted-1,3-dioxolane-4-methanol compounds having the formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently hydrogen, alkyl, cycloalkyl or R.sub.1 and R.sub.2 together with the carbon atom form a 3 to 6 member cycloalkyl group, or aryl, the process comprising: reacting D- or L-serine with a nitrosating agent in an aqueous solution in the presence of formic acid, acetic acid, or propanoic acid to prepare 2,3-dihydroxypropanoic acid (D- or L-glyceric acid), the aqueous solution comprising from about 0.1 to 0.5 liter of water per mole of the serine starting material; reacting the glyceric acid so formed with 2,2-dimethoxypropane in the presence of a loweralkyl alcohol to prepare the D- or L-glyceric acid alkyl ester which is reacted with a selected aldehyde or ketone or the acetal or ketal derivative to prepare the corresponding 1,3-dioxolane derivative. Reacting the 1,3-dioxolane derivative with lithium aluminum hydride provides the desired 2,2'-disubstituted-1,3-dioxolane-4-methanol derivative. If an alcohol is not used as described above, then the 2,3-dihydroxypropanoic acid is reacted with a selected aldehyde or ketone or the acetal or ketal derivative to prepare the 1,3-dioxolane derivative. The dioxolane derivative is then reacted with lithium aluminum hydride to provide the desired 2,2'-disubstituted-1,3-dioxolane-4-methanol derivative. The compounds so prepared are intermediates in the preparation of optically active beta-agonists or antagonists.