DERIVATIVES FROM 2,5,6-TRIMETHYLCYCLOHEX-2-EN-1-OL AS AROMA INGREDIENTS

    公开(公告)号:US20240400497A1

    公开(公告)日:2024-12-05

    申请号:US18695914

    申请日:2022-09-26

    Applicant: BASF SE

    Abstract: The present invention relates to a compound of formula (I) and its use as an aroma chemical to impart a floral note, fruity note, herbal note, animalic note, sweet note, rose note, grapefruit note, gourmand note, natural note, powdery note, watery note, damascene like note, dried fruit note, woody note, spicy note, red berry like note, animalic note, minty note, musty note, earthy note, leather like note, nutty note, technical note, ambrinol note, or any combination of two or more of these impression to a composition. The present invention further relates to the use of compound of formula (I) as an aroma chemical to impart an aroma to a composition and also for enhancing and/or modifying the aroma of a composition. The present invention is further directed to a composition comprising at least one compound of formula (I) and (i) at least one aroma chemical different from the compound of formula (I) or (ii) at least one non-aroma chemical carrier, or (iii) both (i) and (ii).

    SYNTHESIS OF CHROMANOL DERIVATIVES

    公开(公告)号:US20210309627A1

    公开(公告)日:2021-10-07

    申请号:US17268985

    申请日:2019-08-16

    Applicant: BASF SE

    Abstract: The present invention relates to a process for the production of chromanol derivatives, more specifically to a process for preparing a compound of the general formula I wherein R1, R2 and R3 independently of each other are selected from hydrogen and methyl, R4 is selected from C-1-C6-alkyl, and X is selected from C1-C20-alkyl and C2-C20-alkenyl.

    METHOD FOR PREPARING 2'-O-FUCOSYLLACTOSE
    4.
    发明申请

    公开(公告)号:US20180230176A1

    公开(公告)日:2018-08-16

    申请号:US15510268

    申请日:2015-09-11

    Applicant: BASF SE

    CPC classification number: C07H15/26 A23L33/10 A23V2002/00 C07H1/00 C07H3/06

    Abstract: The present invention relates to a method for preparing 2′-O-fucosyllactose, the 2′-O-fucosyllactose obtainable by this method and the use thereof. The method comprises reacting the persilylated, protected fucose derivatives of the formula (I) below, with at least one tri(C1-C6-alkyl)silyl iodide and subsequently reacting the product thus obtained with the compound of the general formula (II), in the presence of a base. In the formulae (I) and (II), the variables are each defined as follows: RSi are the same or different and are a residue of the formula SiRaRbRc; R1 is a C(═O)—R11 residue or an SiR12R13R14 residue, R2 are the same or different and are C1-C8-alkyl or together form a linear C3-C6-alkanediyl, which is unsubstituted or has 1 to 6 methyl groups as substituents; R3 are the same or different and are C1-C8-alkyl or together form a linear C1-C4-alkanediyl, which is unsubstituted or has 1 to 6 methyl groups as substituents.

    PROCESS FOR THE ETHERIFICATION OF AMINO ALCOHOLS WITH METAL ALCOHOLATES
    5.
    发明申请
    PROCESS FOR THE ETHERIFICATION OF AMINO ALCOHOLS WITH METAL ALCOHOLATES 审中-公开
    具有金属醇的氨基醇的加成方法

    公开(公告)号:US20160194273A1

    公开(公告)日:2016-07-07

    申请号:US14987960

    申请日:2016-01-05

    Applicant: BASF SE

    CPC classification number: C07C213/06 C07B2200/07 C07C217/08

    Abstract: Process for the etherification of amino alcohols with metal alcoholatesA process for the preparation of the ether of formula I where R1 and R2 independently from one another are hydrogen or an alkyl group with 1 to 10 C atoms, R3 is an alkyl group with 1 to 10 carbon atoms andX is a bond or a hydrocarbon group with 1 to 10 carbon atomscomprisinga) deprotonating the amino alcohol of formula II where R1, R2 and X have the meaning abovewith a metal alcoholate as deprotonating agent to give the anion of formula III where R1, R2 and X have the meaning aboveandb) alkylation of the anion obtained in step a) with an alkylation agent to give the ether of formula I,wherein the deprotonating agent in step a) is used in equimolar or less than equimolar amounts compared to the amino alcohol andthe alkylation agent in step b) is used in equimolar or less than equimolar amounts compared to the anion of formula III.

    Abstract translation: 氨基醇与金属醇化物醚化的方法制备其中R 1和R 2彼此独立地为氢或具有1至10个C原子的烷基的式I的醚的方法,R 3是具有1至 10个碳原子,X是具有1至10个碳原子的键或烃基,包括a)使式II的氨基醇去质子化,其中R 1,R 2和X具有上述含义,用金属醇化物作为去质子化剂,得到 式III其中R 1,R 2和X具有上述含义,和b)用烷基化剂在步骤a)中获得的阴离子烷基化得到式I的醚,其中步骤a)中的去质子化剂以等摩尔或更少 与步骤b)中的氨基醇和烷基化剂相比,等摩尔量与式III的阴离子等摩尔或小于等摩尔量使用。

    NOVEL PRODUCTION OF AROMA COMPOUNDS WITH IONYLIDENEETHANE SYNTHASES

    公开(公告)号:US20240352490A1

    公开(公告)日:2024-10-24

    申请号:US18294327

    申请日:2022-08-01

    Applicant: BASF SE

    CPC classification number: C12P5/005 C12N9/88 C12Y402/03

    Abstract: The present invention relates to the use of alpha-ionylideneethane as an aroma compound, and to the use of an alpha-ionylideneethane synthase in the production of one or more aroma compounds. The inventive method for preparing one or more aroma compounds comprises a) providing farnesyl diphosphate and an alpha-ionylideneethane synthase as defined herein, under conditions suitable for the alpha-ionylideneethane synthase to produce alpha-ionylideneethane, b) converting farnesyl diphosphate to alpha-ionylideneethane, in vitro or in a host cell, c) optionally, converting alpha-ionylideneethane to one or more further aroma compounds, d) isolating alpha-ionylideneethane and the optionally one or more further aroma compounds and, e) optionally, purifying alpha-ionylideneethane and the optionally one or more further aroma compounds. The invention pertains also to method for scenting a product, particularly for imparting and/or enhancing an odor or flavor, in which at least one alpha-ionylideneethane synthase is used. In addition, the invention provides an aroma compound or composition and/or fragrance composition and/or perfumed or fragranced product, comprising i) at least an alpha-ionylideneethane. Further encompassed by the invention is a perfumed or fragranced product comprising at least an alpha-ionylideneethane. The invention further relates to a method for producing alpha-ionone (4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one), comprising the steps in the following order: a) contacting farnesyl diphosphate with at least one alpha-ionylideneethane synthase, under conditions suitable to produce at least one alpha-ionylideneethane; b) producing the at least alpha-ionylideneethane; c) exposing the at least one alpha-ionylideneethane produced in step b) to conditions suitable for oxidative cleavage of alpha-ionylideneethane to produce alpha-ionone; and d) optionally, isolating the alpha-ionone produced in step c). The invention also relates to a host cell for producing alpha-ionone (4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one), wherein the host cell comprises farnesyl diphosphate and a heterologous nucleic acid encoding an alpha-ionylideneethane synthase, wherein the host cell is capable of oxidatively cleaving alpha-ionylideneethane to produce alpha-ionone. Finally, the invention relates to the use of a host cell comprising farnesyl diphosphate and a heterologous nucleic acid encoding an alpha-ionylideneethane synthase, for (i) producing alpha-ionylideneethane; (ii) producing alpha-ionone; (iii) producing vitamin A; (iv) converting alpha-ionylideneethane to alpha-ionone; (v) converting alpha-ionylideneethane to vitamin A; (vi) for heterologous reconstitution of a terpene or terpenoid; (vii) for producing an industrial product; (viii) a fermentative production system for producing a sesquiterpene.

    SYNTHESIS OF CHROMANOL DERIVATIVES

    公开(公告)号:US20210309626A1

    公开(公告)日:2021-10-07

    申请号:US17268981

    申请日:2019-08-16

    Applicant: BASF SE

    Abstract: The present invention relates to a process for the production of chromanol derivatives, more specifically to a process for preparing a compound of the general formula (I) wherein R1, R2 and R3 independently of each other are selected from hydrogen and methyl, R4 is selected from hydrogen and C1-C6-alkanoyl, and X is selected from C1-C20-alkyl and C2-C20-alkenyl.

    METHOD FOR PREPARING ETHERS OF CYCLOALIPHATIC OR ARALIPHATIC DIOLS

    公开(公告)号:US20210171427A1

    公开(公告)日:2021-06-10

    申请号:US16769716

    申请日:2018-12-03

    Applicant: BASF SE

    Abstract: The present invention relates to a method for preparing a dialkyi or dialkenyl ether of a cycloaliphatic or araliphatic diol, which comprises (i) reacting the cycloaliphatic or araliphatic diol with metallic sodium in an aprotic organic solvent in the presence of a catalytic amount of at least one monoether-monoalcohol of formula (I) wherein Y is identical or different and selected from C2-C4-alkylene, n is an integer in the range from 1 to 10, and R1 is C1-C4-Alkyl, whereby the corresponding disodium dialcoholate is obtained, reacting the disodium dialcoholate obtained in step (i) with an alkylation alkenylation reagent.

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