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Title:
抗酸化活性物質の製造方法
Document Type and Number:
Japanese Patent JP5464444
Kind Code:
B2
Abstract:
Disclosed is a process for producing carnosic acid (the major antioxidant active substance contained in a rosemary plant) with high efficiency by carrying out the ortho-position oxidation of a phenol with an oxidizing agent (e.g., 2-iodoxybenzoic acid) and the subsequent ester removal reaction by using, as a starting material, pisiferic acid (the main component of Chamaecyparis pisifera which is a plant which has been planted in great numbers as wood resources). Specifically disclosed is a process for producing an antioxidant active substance contained in a rosemary plant and represented by general formula (5).  The process is characterized by comprising: a first step of oxidizing a pisiferic acid derivative represented by general formula (1) with an oxidizing agent represented by general formula (2) or (4); and a second step of reducing or hydrolyzing a pisiferic acid derivative intermediate produced in the first step.

Inventors:
Masahiro Tada
Application Number:
JP2010516861A
Publication Date:
April 09, 2014
Filing Date:
June 09, 2009
Export Citation:
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Assignee:
National University Corporation Tokyo University of Agriculture and Technology
International Classes:
C07C51/367; C07C62/32; C07B53/00
Domestic Patent References:
JP2006199666A2006-08-03
JP2007508320A2007-04-05
Other References:
JPN6013048842; Bioorganic & Medicinal Chemistry Letters , 2004, Vol. 14
JPN6009043985; Walter L. MEYER, Richard A. MANNING, Erich SCHINDLER, Robert S. SCHROEDER, D. Craig SHEW: 'Diterpenoid Total Synthesis, an A->B->C Approach. VIII. Introduction of Oxygen at Carbon-11. Total S' The Journal of Organic Chemistry Vol. 41, No. 6, 1976, 1005-1015
Attorney, Agent or Firm:
Shirasu renewal