Abstract:
PROBLEM TO BE SOLVED: To shift the absorption peak of a carotenoid in ultraviolet/visible range spectrum to deep side and obtain a new color by using an organic sulfur compound. SOLUTION: An organic sulfur compound (preferably lipoic acid and/or a lipoic acid derivative) is used as an agent for shifting the ultraviolet/visible range absorption of a carotenoid to deep side. The absorption peak of a carotenoid in ultraviolet/visible range spectrum is shifted to deep side by 1-100 nm by the use of the organic sulfur compound. The organic sulfur compound can be used in the form of a complex with a carotenoid, and a carotenoid preparation is produced by using the complex in combination with other assistant or additive. The contents of the carotenoid and the organic sulfur compound in the carotenoid preparation are preferably 0.01-25 wt.% and 0.1-40 wt.%, respectively. The preparation can be used as an additive for food, or the like.
Abstract:
PROBLEM TO BE SOLVED: To produce a 3,7,11-trimethyldodeca-2,4,6,10-tetraene-1-yl-phoshonium salt at a high rate of E, the salt providing a high E/Z selectivity in synthesizing lycopene, by reacting vinylpseudoionol with two kinds of specific compounds. SOLUTION: This compound of formula II (R is a aryl; and X is Cn H2n+1 -So3 , Ar-SO3 or CF3 -SO3 ) is obtained by reacting an alcohol of formula I with triarylphosphine (e.g. triphenylphosphine) and a sulfonic acid [pref. methane sulfonic acid (70%)] of any formulas Cn H2n+1 -SO3 H ((n) is 1 to 4), Ar-So3 H (Ar is a phenyl or tolyl) or CF3 -SO3 H in a solvent (pref. acetic acid, etc.). The compound of formula II is pref. used for a Witting reaction with 2,7- dimethyl-2,4,6-octatrienedial so as to produce a lycopene.
Abstract:
PROBLEM TO BE SOLVED: To improve a known method for synthesizing astaxanthin so as to avoid defects of a conventional technology for connecting a 9C unit with a 6C unit. SOLUTION: The 9C unit is connected with the proper 6C unit by using a 3-methylpentenyn-3-ol derivative represented by formula (I) (wherein, R 3 is an ether transformable into hydroxy by hydrolysis, a silyl ether or an acetal protective group) in an organic solvent in the presence of lithium amide instead of butyllithium or a Grignard reagent. The method for synthesizing is more economical than ones using butyllithium or a Grignard reagent. COPYRIGHT: (C)2005,JPO&NCIPI
Abstract:
PROBLEM TO BE SOLVED: To find one method capable of producing tetramethoxybutene by an industrially simple process especially continuously in an excellent yield and reducing formation of pentamethoxybutane in the production. SOLUTION: In this method for producing 1,1,4,4-tetramethoxybutene-2 by reacting 2,5-dimethoxy-dihydrofuran with methanol in the presence of an acid, the reaction is carried out in the presence of an acidic organic ion exchanger selected from the group H type zeolite, a mixed oxide of acid and a laminar silicate containing an acid center or an inorganic oxide catalyst containing an acid center.
Abstract:
PROBLEM TO BE SOLVED: To produce the subject compound in high yield by reacting a carboxamide with a glyoxal monoacetal derivative in the presence of a carboxylic acid. SOLUTION: (A) A carboxamide represented by the formula: R1-CONH2 [R1 is H, a 1-12C alkyl or a (substituted) aryl] is reacted with (B) a glyoxal monoacetal derivative represented by formula I [R2 is H, a 1-12C alkyl or a (substituted) aryl; R3 is a 1-12C alkyl] in the presence of (C) a carboxylic acid represented by the formula; R4-COOH (R4 is a 1-12C alkyl), preferably at 40-200 deg.C under 200-1,000 mbars to thereby produce a compound represented by formula II [X is CH(OR3)2 or COOR3]. In the above reaction, the components A and C are used in respective amounts of 250-800 mol% based on the component B. The ratio of the components A:C is preferably 1:1 expressed in terms of molar ratio.
Abstract:
PROBLEM TO BE SOLVED: To obtain a zeaxanthin in high yield from a readily available trimethylcyclohexanone through few reaction processes via an important intermediate. SOLUTION: This zeaxanthin is obtained through the following process: (4R)-4-hydroxy-2,2,6-trimethylcyclohexanone of formula I is reacted with dichloromethyllithium, the reaction mixture is heated to form a bicyclic 10C- aldehyde of formula II, which is then reacted with acetone or the like to form a bicyclic 13C-ketone, which, in turn, is converted to a 15C-carbinol of formula III; the carbinol is then reacted with a triarylphosphine to form a mixture of a 15C triarylphosphonium salt of formula IV and an iso-isomer (Ar is an aryl; X is one equivalent anion of an strong acid), and in each case, about 2 mol of the above reaction mixture formed is subjected to double Wittig reaction with 2,7-dimethyl-2,4,6-octatrienedial of formula V to effect conversion to the objective (3R,3'R)-zeaxanthin of formula VI.
Abstract:
The invention relates to a method for producing R-lipoic acid and S-lipoic acid comprising a step selected from the following: (a) distillation of dihydrolipoic acid, (b) reaction of (2) or the stereoisomer thereof, wherein Ms represents SO2-R', and R and R' independently mean C1-C6-alkyl, C3-C8-cycloalkyl, C3-C8-cycloalkylalkyl, aryl or aralkyl, with sodium sulphide and sulphur in ethanol and reaction with a complex hydride, (c) extraction of a protic solution of R dihydrolipoic acid or S-dihydrolipoic acid with an organic solvent at a pH value of 9 -10, or (d) extraction of R-dihydrolipoic acid or S-dihydrolipoic acid with an organic solvent from a protic solution at a pH value of 4 - 5, or a combination of individual or several steps (a) - (d). The invention also relates to a method for producing dihydrolipoic acid and the compound 1,6,8 octane triol.
Abstract:
The invention relates to a method for producing R- and S-lipoic acid and R-dihydrolipoic acid comprising the following steps: (a) reaction of the compound of formula (2) with sodium sulphide and sulphur in methanol, whereby Ms represents SO R`, and R and R` independently of one another represent C1-C6 alkyl, C3-C8-cycloalkyl, C3-C8-cycloalkylalkyl, aryl or aralkyl. The invention relates in particular to methods for producing pure R- or S-dihydrolipoic acid, which is either used directly or processed further to obtain R- and S-lipoic acid. The method is also used to produce medicaments. The invention also relates to a solution of sodium sulphide-trihydrate and sulphur in methanol, whereby the sulphur is present as a molar surplus in relation to the sodium sulphide-trihydrate, and to a kit that comprises the inventive solution.
Abstract:
The present invention relates to a process for the preparation of R- and S-lipoic acid and R- and S-dihydrolipoic acid comprising (a) reaction of where MS is SO 2 -R' and R and R' independently of one another are C 1 -C 6 -alkyl, C 3 -C 8 -cycloalkyl, C 3 -C 8 -cycloalkylalkyl, aryl or aralkyl, with sodium sulfide and sulfur in methanol. The invention especially relates to processes for preparing pure R- or S-dihydrolipoic acid, which is either used directly or processed further to give R- and S-lipoic acid. The process also serves for the production of pharmaceuticals. The present invention further relates to a solution of sodium sulfide trihydrate and sulfur in methanol, the sulfur being present in a molar excess over the sodium sulfide trihydrate, and a kit which comprises the solution according to the invention.
Abstract:
New and known phosphonium salts are prepared by reacting an alcohol with a triarylphosphine and a sulfonic acid in a solvent. Preparation of phosphonium salts of formula (I) comprises reaction of 3,7,11-trimethyldodeca-1,4,6,10-tetraen-3-ol (II) with a triarylphosphine and a sulfonic acid of formula XH (III) in a solvent. X = Q-SO3 ; Q = CnH2n+1, Ar' or CF3; R = aryl; n = 1, 2, 3 or 4; Ar' = phenyl or toluyl Independent claims are included for: (1) compounds (I) when Q is other than Ar'; and (2) preparation of lycopine by reaction of a compound of formula (I) with 2,7-dimethyl-2,4,6- octatrienedial.