POLYPRENYLALDEHYDE

• Main Authors: KINUHATA KOUICHI, TAKIGAWA TETSUO, MIZUNO MASAO, NISHIDA TAKUJI, OKADA MASAFUMI
• Format: Patent
• Language: English
• Published: 27.09.1983
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; METALLURGY; ORGANIC CHEMISTRY; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS; TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINSTCLIMATE CHANGE

NEW MATERIAL:A polyprenylaldehyde shown by the formulaI(a group shown by the formula II is isoprene unit of the trans type; a group shown by the formula III is isoprene unit of the cis type; n is 11-19). USE:Useful as a raw material for drugs, cosmetics, etc. and also as an intermediate for synthesizing especially dolichol of mammals. PROCESS:A polyprenyl halide shown by the formula IV (X is halogen) is reacted with an acetoacetic ester shown by the formula V (R is lower alkyl) in the presence of a basic compound to give a polyprenylketocarboxylic ester, which is saponified and decarboxylated to give a polyprenylacetone. This compound is then subjected to Witting reaction with a compound shown by the formula VI, the -CHO protecting group of the reaction product is deprotected, to give a compound shown by the formulaI. The polyprenyl halide shown by the formula IV is directly obtained from an extract of ginkgo or Himalayan ceder or through its hydrolysis.