methyl dihydrojasmolate | 54562-27-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl dihydrojasmolate
• 英文别名: methyl 2-(3-hydroxy-2-pentylcyclopentyl)acetate
• CAS: 54562-27-5
• 化学式: C₁₃H₂₄O₃
• 分子量: 228.332
• InChiKey: DZWZEZICFCEJOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl dihydrojasmolate 10.0 ℃ 、2.0 MPa 条件下， 以95 %的产率得到<1S*,2S*,3R*>-3-methoxycarbonylmethyl-2-pentylcyclopenten-1-ol
  参考文献：
  名称：

  一种高顺式二氢茉莉酮酸甲酯的制备方法

  摘要：

  本发明公开了一种高顺式二氢茉莉酮酸甲酯的制备方法，第一步向加氢釜内加入脱氢茉莉酮酸甲酯（化合物1）、0.1wt%~1wt%的金属负载型催化剂、极性溶剂（化合物1与极性溶剂的体积比为1~10）；分别用氮气置换三次、氢气置换三次，维持釜温45~75℃、釜压1.0~3.0MPa，持续通氢气至反应结束，得到含有3‑羟基‑2‑戊基‑环戊烯基乙酸甲酯（化合物2）的反应液。综上，本发明克服了现有技术的不足，设计合理，采用同一种催化剂，通过改变反应的温度和压力，一锅法实现了脱氢茉莉酮酸甲酯中酮基和双键的还原，方法新颖，简化了反应的步骤，具有较高的社会使用价值和应用前景。

  公开号：

  CN115477581A
• 作为产物：
  描述：

  二氢茉莉酮酸甲酯 在 platinum on carbon 作用下， 以 甲醇 为溶剂， 50.0 ℃ 、1.0 MPa 条件下， 生成 methyl dihydrojasmolate
  参考文献：
  名称：

  一种高顺式二氢茉莉酮酸甲酯的制备方法

  摘要：

  本发明公开了一种高顺式二氢茉莉酮酸甲酯的制备方法，第一步向加氢釜内加入脱氢茉莉酮酸甲酯（化合物1）、0.1wt%~1wt%的金属负载型催化剂、极性溶剂（化合物1与极性溶剂的体积比为1~10）；分别用氮气置换三次、氢气置换三次，维持釜温45~75℃、釜压1.0~3.0MPa，持续通氢气至反应结束，得到含有3‑羟基‑2‑戊基‑环戊烯基乙酸甲酯（化合物2）的反应液。综上，本发明克服了现有技术的不足，设计合理，采用同一种催化剂，通过改变反应的温度和压力，一锅法实现了脱氢茉莉酮酸甲酯中酮基和双键的还原，方法新颖，简化了反应的步骤，具有较高的社会使用价值和应用前景。

  公开号：

  CN115477581A

文献信息

• Compositions comprising jasmonic acid derivatives and use of these derivatives
  申请人：——

  公开号：US20040029839A1

  公开（公告）日：2004-02-12

  Cosmetic or pharmaceutical compositions comprising compounds of formula (I) and the corresponding salts thereof: 1 wherein: —R 1 is a radical chosen from —COOR′, —CONR′R″, —CH 2 OR′, —COR′, —CH 2 R′, —SO 2 OR′, —PO 3 R′R″ and —NHR′, wherein R′ and R″, which may be identical or different, are chosen from a hydrogen atom and saturated and unsaturated, linear, branched and cyclic hydrocarbon radicals comprising from 1 to 18 carbon atoms, which are optionally substituted by from 1 to 5 identical or different entities chosen from —OR′″, —OCOR′″, —SR′″, —SCOR′″, NR′″R″″, —NHCOR′″, halogen, —CN, —COOR′″ and —COR′″, wherein R′″ and R″″, which may be identical or different, are chosen from a hydrogen atom, aryl radicals and saturated and unsaturated, linear and branched hydrocarbon radicals comprising from 1 to 4 carbon atoms; —R 2 is chosen from saturated and unsaturated, linear, branched and cyclic hydrocarbon radicals comprising from 1 to 18 carbon atoms which are optionally substituted by from 1 to 5 identical or different entities chosen from —OR′″, —OCOR′″, —SR′″, —SCOR′″, NR′″R″″, —NHCOR′″, halogen, —CN, —COOR′″ and —COR′″, wherein R′″ and R″″, which may be identical or different, are chosen from a hydrogen atom, aryl radicals and saturated and unsaturated, linear and branched hydrocarbon radicals comprising from 1 to 4 carbon atoms, as well as the use of these compounds, for example, to promote skin desquamation, to stimulate epidermal renewal and/or to combat the signs of skin ageing.

  化妆品或药物组成物包括式(I)化合物及其相应的盐：1其中：- R1是从-COOR'，-CONR'R"，-CH2OR'，-COR'，-CH2R'，-SO2OR'，-PO3R'R"和-NHR'中选择的基团，其中R'和R"（可以相同也可以不同）是选择从1到18个碳原子的饱和和不饱和的线性、支链和环烃基团，这些基团可以通过选择从1到5个相同或不同的实体（例如-OR' "，-OCOR' "，-SR' "，-SCOR' "，NR' "R" "，-NHCOR' "，卤素，-CN，-COOR' "和-COR' "）进行替换，其中R' "和R" "（可以相同也可以不同）是选择从1到4个碳原子的氢原子、芳基基团和饱和和不饱和的线性和支链烃基团；- R2选择从1到18个碳原子的饱和和不饱和的线性、支链和环烃基团，这些基团可以通过选择从1到5个相同或不同的实体（例如-OR' "，-OCOR' "，-SR' "，-SCOR' "，NR' "R" "，-NHCOR' "，卤素，-CN，-COOR' "和-COR' "）进行替换，其中R' "和R" "（可以相同也可以不同）是选择从1到4个碳原子的氢原子、芳基基团和饱和和不饱和的线性和支链烃基团。此外，这些化合物的用途包括促进皮肤角质化、刺激表皮更新和/或对抗皮肤老化迹象。
• COMPOSITIONS COMPRISING JASMONIC ACID DERIVATIVES AND USE OF THESE DERIVATIVES
  申请人：BOULLE Christophe

  公开号：US20100069497A1

  公开（公告）日：2010-03-18

  Cosmetic or pharmaceutical compositions comprising compounds of formula (I) and the corresponding salts thereof: wherein: —R 1 is a radical chosen from —COOR′, —CONR′R″, —CH 2 OR′, —COR′, —CH 2 R′, —SO 2 OR′, —PO 3 R′R″ and —NHR′, wherein R′ and R″, which may be identical or different, are defined herein; —R 2 is chosen from saturated and unsaturated, linear, branched and cyclic hydrocarbon radicals comprising from 1 to 18 carbon atoms which are optionally substituted by from 1 to 5 identical or different entities chosen from —OR′″, —OCOR′″, —SR′″, —SCOR′″, NR′″R″″, —NHCOR′″, halogen, —CN, —COOR′″ and —COR′″, wherein R′″ and R″″, which may be identical or different, are defined herein; as well as the use of these compounds, for example, to promote skin desquamation, to stimulate epidermal renewal and/or to combat the signs of skin ageing.

  配方为(I)式化合物及其对应盐的化妆品或制药组合物，其中：—R1是从—COOR′、—CONR′R″、—CH2OR′、—COR′、—CH2R′、—SO2OR′、—PO3R′R″和—NHR′中选择的基团，其中R′和R″可以相同或不同，如下所定义；—R2选择从1到18个碳原子的饱和和不饱和的线性、支链和环烃基团中选择，该基团可以被从1到5个相同或不同的实体所取代，所述实体从—OR′″、—OCOR′″、—SR′″、—SCOR′″、NR′″R″″、—NHCOR′″、卤素、—CN、—COOR′″和—COR′″中选择，其中R′″和R″″可以相同或不同，如下所定义；此外，这些化合物的用途，例如促进皮肤脱屑、刺激表皮更新和/或对抗皮肤老化的迹象。
• CONTROL AND REPELLENCY OF BED BUGS
  申请人：Bedoukian Research, Inc.

  公开号：EP3257376A1

  公开（公告）日：2017-12-20

  Control or repellency of bed bugs is accomplished by bringing the bed bugs into contact with at least one of the compounds of the structure (I) Wherein R is selected from -OH, -OC(O)R4, -OR6, -(OR6)2, wherein each R6 is independently selected from an alkyl group containing from 1 to 4 carbon atoms and R4 is a branched or straight chain saturated or unsaturated hydrocarbyl group with zero to two double bonds and from 1 to 15 carbon atoms; X is O or CH2, with the proviso that when X is O R can only be =O; each Z is independently selected from (CH) and (CH2) y is a numeral selected from 1 and 2; R1 is selected from H or a branched or straight chain saturated or unsaturated hydrocarbyl group with zero to two double bonds and from 1 to 15 carbon atoms. R2 is selected from H and a branched or straight chain saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms. R3 is selected from H, a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms, -(CH2)nOH, -C(O)OR5, -CH2C(O)OR7,-CH2C(O)R8, -C(O)NR9R10, -CH2C(O)NR11R12 where each of R5, R7, R8, R9, R10, R11 and R12 is independently selected from H and a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms, and n is an integer of from 1 to 12; and the bond between the 2 and 3 positions in the ring structure may be a single or a double bond, and wherein the compounds of structure (1) contain from 11 to 20 total carbon atoms, except where R is =O, X = CH2 and y is 1 the compounds of structure (I) contain from 13 to 20 total carbon atoms in the compounds. wherein the compounds of structure (1) contain from 11 to 20 total carbon atoms, except where R is =O, X = CH2 and y is 1 the compounds of structure (I) contain from 13 to 20 total carbon atoms in the compounds. wherein the compounds of structure (1) contain from 11 to 20 total carbon atoms, except where R is =O, X = CH2 and y is 1 the compounds of structure (I) contain from 13 to 20 total carbon atoms in the compounds.

  通过使臭虫与至少一种结构(I)的化合物接触，达到控制或驱除臭虫的目的 其中 R 选自-OH、-OC(O)R4、-OR6、-(OR6)2，其中每个 R6 独立地选自含有 1 至 4 个碳原子的烷基，R4 是具有 0 至 2 个双键和 1 至 15 个碳原子的支链或直链饱和或不饱和烃基； X 是 O 或 CH2，但当 X 是 O 时，R 只能是 =O； 每个 Z 独立选自 (CH) 和 (CH2) y 是选自 1 和 2 的数字； R1 选自 H 或具有 0 至 2 个双键和 1 至 15 个碳原子的支链或直链饱和或不饱和烃基。 R2 选自 H 和具有 0 至 3 个双键和 1 至 15 个碳原子的支链或直链饱和或不饱和烃基。 R7、R8、R9、R10、R11 和 R12 中的每一个都独立选自 H 和具有 0 至 3 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和烃基，且 n 是 1 至 12 的整数；且 环结构中 2 和 3 位置之间的键可以是单键或双键，其中结构（1）的化合物总共含有 11 至 20 个碳原子，但 R 为 =O、X = CH2 和 y 为 1 的结构（I）的化合物总共含有 13 至 20 个碳原子。其中结构(1)的化合物含有 11 至 20 个总碳原子，但 R 为 =O、X = CH2 和 y 为 1 的结构(I)的化合物含有 13 至 20 个总碳原子。 其中结构(1)的化合物含有 11 至 20 个总碳原子，但 R 为 =O、X = CH2 和 y 为 1 的结构(I)的化合物含有 13 至 20 个总碳原子。
• Formulations for control and repellency of biting arthropods
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US10172349B2

  公开（公告）日：2019-01-08

  This disclosure relates to a method for the control or repellency of biting arthropods. The method comprises bringing the biting arthropods into contact with a biting arthropod repellent formulation. The biting arthropod repellent formulation comprises an alkoxy nootkatone separate from, or in combination, or in synergistic combination, with skin or plant derived compounds and compounds structurally similar to them (e.g., ketones, cyclic ketones, esters, gamma or delta lactones, and branched and/or unsaturated carboxylic acids), and/or one or more repellents selected from the group consisting of DEET®, para-menthane-3,8-diol (PMD), Picaridin, ethyl 3-[acetyl(butyl)amino]propanoate (IR3535), and other nitrogen-containing repellents including amines, amides, and nitrogen-containing heterocyclic compounds. This disclosure also relates to a biting arthropod repellent formulation comprising an alkoxy nootkatone separate from, or in combination, or in synergistic combination, with the skin or plant derived compounds and compounds structurally similar to them, and/or the one or more repellents.

  本公开涉及一种控制或驱赶咬人节肢动物的方法。该方法包括使咬人节肢动物与咬人节肢动物驱避制剂接触。该驱咬性节肢动物制剂包括一种烷氧基诺卡酮，它与皮肤或植物提取的化合物以及结构类似的化合物（如：酮、环酮、烷氧基诺卡酮）分开使用，或结合使用，或协同使用、酮、环酮、酯、γ 或 δ 内酯，以及支链和/或不饱和羧酸），和/或一种或多种驱避剂，这些驱避剂选自 DEET®、对位门烷-3,8-二醇 (PMD)、Picaridin、3-[乙酰（丁基）氨基]丙酸乙酯 (IR3535) 和其他含氮驱避剂，包括胺、酰胺和含氮杂环化合物。本公开还涉及一种驱咬节肢动物制剂，该制剂包含一种烷氧基诺卡酮，它与皮肤或植物提取的化合物以及结构类似的化合物和/或一种或多种驱避剂分开使用，或结合使用，或协同使用。
• Formulations for killing agricultural pests
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US10624341B2

  公开（公告）日：2020-04-21

  Killing one or more agricultural pests is accomplished by bringing the agricultural pests into contact with a toxic amount of a formulation comprising: (I) one or more compounds selected from the group consisting of: (1) one or more compounds of structure (A), wherein the compounds of structure (A) comprise: wherein R is selected from the group consisting of —OH, ═O, —OC(O)R4, —OR6, —(OR6)2, wherein each R6 is independently selected from an alkyl group containing from 1 to 4 carbon atoms and R is a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to two double bonds and from 1 to 15 carbon atoms; X is O or CH2, with the proviso that when X is O, then R can only be ═O; each Z is independently selected from the group consisting of (CH) and (CH2); y is a numeral selected from 1 and 2; R1 is selected from the group consisting of H or a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to two double bonds and from 1 to 15 carbon atoms; R2 is selected from the group consisting of H and a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms; R3 is selected from the group consisting of H and a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms, —(CH2)nOH, —C(O)OR5, —CH2C(O)OR7, —CH2C(O)R8, —C(O)NR9R10, —CH2C(O)NR11R12 where each of R5, R7, R8, R9, R10, R11 and R12 is independently selected from H and a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms and n is an integer of from 1 to 12; the bond between the 2 and 3 positions in the ring structure may be a single or a double bond; and wherein the compounds of structure (A) contain from 11 to 20 total carbon atoms; and (2) one or more sesquiterpenes selected from the group consisting of acyclic, monocyclic, bicyclic and tricyclic sesquiterpenes and derivatives thereof; and (II) one or more toxicant compounds selected from the group consisting of carbamates, organochlorines, pyrethroids, sulfoximines, neonicotinoids, pyridine azomethines, diamides, organophosphates, phenylpyrazoles, oxadiazines, and ketoenols. The formulation can be a synergistic formulation.

  杀灭一种或多种农业害虫的方法是使农业害虫接触有毒量的制剂，该制剂包括：(I)一种或多种选自以下组别的化合物：(1)一种或多种结构(A)的化合物，其中结构(A)的化合物包括： 其中R选自由-OH、═O、-OC(O)R4、-OR6、-(OR6)2组成的组，其中每个R6独立地选自含有1至4个碳原子的烷基，R是具有0至2个双键和1至15个碳原子的支链或直链、饱和或不饱和烃基；X是O或CH2，但当X是O时，则R只能是═O；每个 Z 独立地选自 (CH) 和 (CH2) 所组成的组； y 是选自 1 和 2 的数字； R1 选自 H 或具有 0 至 2 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和烃基 所组成的组； R2 选自 H 和具有 0 至 3 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和烃基 所组成的组；R3 选自由 H 和具有 0 至 3 个双键和 1 至 15 个碳原子的支链或直链、饱和或 不饱和烃基、-(CH2)nOH、-C(O)OR5、-CH2C(O)OR7、-CH2C(O)R8、-C(O)NR9R10 所组成的组、-CH2C(O)NR11R12，其中 R5、R7、R8、R9、R10、R11 和 R12 各自独立选自 H 和具有 0 至 3 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和烃基，n 为 1 至 12 的整数；环结构中 2 位和 3 位之间的键可以是单键或双键；其中结构（A）的化合物总共含有 11 至 20 个碳原子；以及 (2) 一种或多种倍半萜，选自由无环、单环、双环和三环倍半萜及其衍生物组成的组；(II) 一种或多种有毒化合物，选自由氨基甲酸酯类、有机氯类、拟除虫菊酯类、亚砜类、新烟碱类、吡啶偶氮甲烷类、二酰胺类、有机磷酸酯类、苯基吡唑类、噁二嗪类和酮烯醇类组成的组。制剂可以是增效制剂。