7-Oxabicyclo(2.2.1)heptane, 2-((2-(chloromethyl)phenyl)methoxy)-1-methyl-4-(1-methylethyl)-, exo- | 99765-52-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 7-Oxabicyclo(2.2.1)heptane, 2-((2-(chloromethyl)phenyl)methoxy)-1-methyl-4-(1-methylethyl)-, exo-
• 英文别名: 2-[[2-(chloromethyl)phenyl]methoxy]-1-methyl-4-propan-2-yl-7-oxabicyclo[2.2.1]heptane
• CAS: 99765-52-3
• 化学式: C₁₈H₂₅ClO₂
• 分子量: 308.8
• InChiKey: OHJOWHCKKYMCEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

文献信息

• [EN] PROCESS FOR PREPARING 2-EXO-(2-METHYLBENZYLOXY)-1-METHYL-4-ISOPROPYL-7-OXABICYCLO[2.2.1]HEPTANE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE 2-EXO-(2-MÉTHYLBENZYLOXY)-1-MÉTHYL-4-ISOPROPYL-7-OXABICYCLO[2.2.1]HEPTANE
  申请人：BASF AGRO BV

  公开号：WO2018149676A1

  公开（公告）日：2018-08-23

  This invention relates to a process for preparing (±)-2-exo-(2-Methylbenzyloxy)-1 -methyl-4-iso- propyl-7-oxabicyclo[2.2.1]heptane of the formula (I), (I) any one of its individual enantiomers or any non-racemic mixture thereof comprising the steps of (a) deprotonating (±)-2-exo-hydroxy-1 -methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane of the formula (II), (II) any one of its individual enantiomers or any non-racemic mixture thereof in the presence of at least one base of the formula [Mm+]n [An-]m (III) wherein Mm+ represents a m-valent metal cation wherein m is an integer of 1 or 2, and An_ represents a n-valent anion wherein n is an integer of 1 or 2, said base being capable of forming a solvent S1 selected from water, a C1-C4 alkyl alcohol or any combination thereof under the reaction conditions, to form a metal alkoxide or metal alkoxide solvate of the formula (IV), (IV) any one of its individual enantiomers or any non-racemic mixture thereof wherein Mm+, m and the solvent S1 have the same meaning as defined for the base of formula (III), and x denotes a number from 0 to 10, and (b) reacting the metal alkoxide or metal alkoxide solvate of the formula (IV), any of its individual enantiomers or any non-racemic mixture thereof with a 2-Methylbenzyl compound of the formula (V), (V) wherein X is a leaving group, wherein the steps (a) and (b) are conducted in the presence of at least one inert organic solvent S2 and comprise a further step of (c) simultaneously removing the solvent S1 from the reaction mixture.

  该发明涉及一种制备(±)-2-外消旋-(2-甲基苄氧基)-1-甲基-4-异丙基-7-氧杂双环[2.2.1]庚烷的方法，其化学式为(I)，其中(I)表示它的任一单对映体或任何非对映混合物，包括以下步骤：(a)在式(II)中存在至少一种碱的情况下去质子化(±)-2-外消旋-羟基-1-甲基-4-异丙基-7-氧杂双环[2.2.1]庚烷，其中(II)表示它的任一单对映体或任何非对映混合物，其中碱的化学式为[Mm+]n[An-]m(III)，其中Mm+表示m价金属阳离子，m为1或2的整数，An-表示n价阴离子，n为1或2的整数，所述碱能够在反应条件下形成溶剂S1，所述溶剂S1选择自水、C1-C4烷基醇或它们的任何组合，以形成化学式(IV)的金属烷氧化物或金属烷氧化物溶剂，其中(IV)表示它的任一单对映体或任何非对映混合物，其中Mm+、m和溶剂S1的含义与化学式(III)中基的定义相同，x表示0到10之间的数，(b)将化学式(IV)的金属烷氧化物或金属烷氧化物溶剂、它的任一单对映体或任何非对映混合物与化学式(V)的2-甲基苄基化合物反应，其中(V)中的X是一个离去基团，步骤(a)和(b)在至少一种惰性有机溶剂S2的存在下进行，并包括进一步的步骤(c)，即同时从反应混合物中去除溶剂S1。
• [EN] PROCESS FOR PREPARING 2-EXO-(2-METHYLBENZYLOXY)-1-METHYL-4-ISOPROPYL-7-OXABICYCLO[2.2.1]HEPTANE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE 2-EXO- (2-MÉTHYLBENZYLOXY)-1-MÉTHYL-4-ISOPROPYL-7-OXABICYCLO [2.2.1] HEPTANE
  申请人：BASF AGRO BV

  公开号：WO2018050518A1

  公开（公告）日：2018-03-22

  This invention relates to a process for preparing (±)-2-exo-(2-Methylbenzyloxy)-1-methyl-4-iso- propyl-7-oxabicyclo[2.2.1]heptane of the formula (I), any of its individual enantiomers or any non-racemic mixture thereof, comprising the steps of (a) reacting (±)-2-exo-hydroxy-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptaneof the formula (II), any of its individual enantiomers or any non-racemic mixture thereof with a 2-Methylbenzyl compound of the formula (III) wherein X is a leaving group in the presence of at least one base capable of forming water or a C1 -C 4 alkyl alcohol under the reaction conditions, and at least one inert organic sol- vent, and (b) simultaneously removing water, the C1-C4 alkyl alcoholor any mixture thereof from the reaction mixture.

  这项发明涉及制备(±)-2-外消旋-(2-甲基苄氧基)-1-甲基-4-异丙基-7-氧代-2-环丙基[2.2.1]庚烷的方法，其化学式为(I)，包括以下步骤：(a)将(±)-2-外消旋-羟基-1-甲基-4-异丙基-7-氧代-2-环丙基[2.2.1]庚烷的化学式(II)，其任一手性体或非旋光混合物与化学式(III)中X为脱离基的2-甲基苄化合物在至少一种能够在反应条件下生成水或C1-C4烷基醇的碱存在下反应，并在至少一种惰性有机溶剂中进行；(b)同时从反应混合物中移除水、C1-C4烷基醇或二者的混合物。
• Process for preparing 2-exo-(2-Methylbenzyloxy)-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane
  申请人：BASF Agro B.V.

  公开号：US11384093B2

  公开（公告）日：2022-07-12

  This invention relates to a process for preparing (±)-2-exo-(2-Methylbenzyloxy)-1-methyl-4-iso-propyl-7-oxabicyclo[2.2.1]heptane of the formula (I) any of its individual enantiomers or any non-racemic mixture thereof, comprising the step of reacting (±)-2-exo-hydroxy-1-methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane of the formula (II) any of its individual enantiomers or any non-racemic mixture thereof with a 2-Methylbenzyl compound of the formula (III) wherein X is a leaving group, in the presence of at least one base, at least one catalyst selected from rubidium salts, cesium salts and any combination thereof and at least one inert organic solvent S1.

  本发明涉及一种制备(±)-2-外-(2-甲基苄氧基)-1-甲基-4-异丙基-7-氧杂双环[2.2.1]庚烷的工艺，其式为(I) 其任何单个对映体或其任何非外消旋混合物，包括以下步骤：使式（II）的(±)-2-外-羟基-1-甲基-4-异丙基-7-氧杂双环[2.2.1]庚烷发生反应 其任何单个对映体或其任何非外消旋混合物与式 (III) 的 2-甲基苄基化合物的混合物 其中 X 为离去基团，在至少一种碱、至少一种选自铷盐、铯盐及其任意组合的催化剂和至少一种惰性有机溶剂 S1 的存在下进行。
• PROCESS FOR PREPARING 2-EXO-(2-METHYLBENZYLOXY)-1-METHYL-4-ISOPROPYL-7-OXABICYCLO[2.2.1]HEPTANE
  申请人：BASF Agro B.V.

  公开号：EP3515918A1

  公开（公告）日：2019-07-31