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    • 8. 发明授权
    • Process for preparing compositions containing unsaturated lactones,
products produced thereby and organoleptic uses of said products
    • 制备含有不饱和内酯的组合物,由此生产的产品和所述产品的感官用途的方法
    • US4946782A
    • 1990-08-07
    • US228512
    • 1988-08-05
    • Mohamad I. FarboodJames A. MorrisMark A. SpreckerLynda J. BienkowskiKevin P. MillerManfred H. VockMyrna L. Hagedorn
    • Mohamad I. FarboodJames A. MorrisMark A. SpreckerLynda J. BienkowskiKevin P. MillerManfred H. VockMyrna L. Hagedorn
    • A24B15/40C11B9/00C12P7/40C12P7/42C12P17/02
    • C12P17/02A24B15/403C11B9/0073C12P7/40C12P7/42
    • Described is a process for the preparation of compositions of matter containing unsaturated lactones defined according to the generic structure: ##STR1## wherein R represents C.sub.6 alkyl or alkenyl; and X represents C.sub.2, C.sub.4 or C.sub.6 alkylene or alkenylene; with the provisos that R is C.sub.6 alkyl when X is alkenylene and R is C.sub.6 alkenyl when X is alkylene by means of the sequential steps of (i) fermentation of castor oil or ricinoleic acid using a microorganism selected from the group consisting of:Candida petrophilum, ATCC 20226;Candida oleophila, ATCC 20177;Candida sp., ATCC 20504; andCandida sake, ATCC 28137whereby gamma hydroxydecanoic acid and a mixture of other acids defined according to the generic structure: ##STR2## is formed wherein Y represents an oxo-saturated, oxo-unsaturated or di-unsaturated C.sub.9, C.sub.11 or C.sub.13 moiety according to the reaction: ##STR3## (ii) lactonization of the resulting gamma hydroxydecanoic acid by means of simultaneous acidification and heating according to the reaction: ##STR4## and (iii) lactonization (via distillation) of one or more of the resulting acids defined according to the structure: ##STR5## to form one or more lactones defined according to the generic structure: ##STR6## according to the reaction: ##STR7## wherein the sum of the number of carbon atoms in the X moiety and in the R moiety is equal to the number of carbon atoms in the Y moiety minus 1.Also described are the products produced according to such process as well as their organoleptic utilities for augmenting or enhancing the aroma or taste of consumable materials selected from the group consisting of perfume compositions, colognes, perfumed articles, foodstuffs, chewing gums, medicinal products, toothpastes, chewing tobaccos and smoking tobaccos.
    • 描述了根据通用结构定义的含有不饱和内酯的物质组合物的方法:其中R表示C6烷基或烯基; X表示C2,C4或C6亚烷基或亚烯基; 条件是当X是亚烯基时R是C6烷基,当X是亚烷基时,R是C6链烯基,通过以下顺序的步骤:(i)使用选自以下的微生物来蓖麻油或蓖麻油酸发酵:念珠菌 ,ATCC 20226; 嗜油假丝酵母,ATCC 20177; 念珠菌属,ATCC 20504; 和念珠菌,ATCC 28137,由此形成根据通用结构定义的γ-羟基癸酸和其它酸的混合物:其中Y表示氧代饱和的,不饱和的或不饱和的C 9,C 11或C 13部分,根据 (ii)通过根据以下反应的同时酸化和加热来对所得的γ-羟基癸酸进行内酯化:(ⅲ)内酯化(经蒸馏) 根据以下结构定义的一种或多种所得酸:以形成根据通用结构定义的一种或多种内酯:根据该反应:其中,碳原子数 X部分和R部分等于Y部分中的碳原子数减1。还描述了根据这种方法产生的产物以及它们的感官效用,用于增强或增强co的香气或味道 选自香水组合物,古龙水,香料制品,食品,口香糖,药用产品,牙膏,咀嚼烟草和吸烟烟草的可选材料。
    • 10. 发明授权
    • Bicyclic lactones, perfumery uses thereof, processes for preparing same and intermediates therefor
    • 双环内酯,其香料用途,其制备方法及其中间体
    • US07169747B2
    • 2007-01-30
    • US10705786
    • 2003-11-10
    • Richard A. WeissMark A. SpreckerMarie R. HannaCharles E. J. BeckHarold W. Jackson
    • Richard A. WeissMark A. SpreckerMarie R. HannaCharles E. J. BeckHarold W. Jackson
    • A61K7/46
    • A61K8/498A61L9/01A61L9/012A61Q13/00C07D311/02C07D311/74C11B9/008C11D3/2096C11D3/50
    • Described are bicyclic lactones, both fused ring lactones defined according to the generic structure: and spiro lactones defined according to the generic structure: uses thereof in augmenting, enhancing or imparting aromas in or to perfume compositions, perfumed articles, colognes and perfumed polymers; processes for preparing such bicyclic lactones and intermediates therefor. In the structure: Z is one of the moieties: one of R1 or R3 is methyl and the other is hydrogen; and R4, R5, R6, R7, R8 and R9 hydrogen or nonadjacent C1–C3 alkyl. In the structure: Y represents C2–C12 substituted or unsubstituted alkylidenyl, alkenylidenyl or alkadienylidenyl having the structure: and completes a C5–C15 cycloalkyl, cycloalkadienyl or cycloalkenyl ring moiety; and wherein R12, R13, R14, R16, R17, R28, R29, R30 and R31 represent hydrogen or C1–C3 nonadjacent alkyl; wherein s is an integer of from 0 up to 10; t is an integer of from 0 up to 10; and v is an integer of 1 or 2; with the proviso that the sum of s and t is between 0 and 10 according to the inequalities: 0≦s+t≦10; 0≦S≦10; and 0≦t≦10.
    • 描述的是双环内酯,根据通用结构定义的稠环内酯和根据通用结构定义的螺内酯:用于增强,增强或赋予香料组合物,香料制品,古龙水和加香聚合物中的香气; 制备此类双环内酯的方法及其中间体。 在结构中:Z是部分之一:R 1或R 3中的一个是甲基,另一个是氢; 和R 4,R 5,R 6,R 7,R 8, 和R 9的氢或不相邻的C 1 -C 3烷基。 在结构中:Y表示具有以下结构的取代或未取代的亚烷基,亚烯基或链二烯基的取代或未取代的C 1 -C 12 - C 15环烷基,环链二烯基或环烯基环部分; 并且其中R 12,R 13,R 14,R 16,R 17, >,R 28,R 29,R 30和R 31表示氢或C 1〜 N 3 -C 3不相邻的烷基; 其中s为0至10的整数; t是0到10的整数; v为1或2的整数; 条件是根据不等式,s和t之和在0和10之间:0 <= s + t <= 10; 0 <= S <= 10; 0 <= t <= 10。