1-甲基-4-(丙烷-2-基)-7-氧杂二环[2.2.1]庚烷-2-醇 | 103834-29-3

• 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
• 中文名称: 1-甲基-4-(丙烷-2-基)-7-氧杂二环[2.2.1]庚烷-2-醇
• 英文名称: 2-hydroxy-1,4-cineole
• 英文别名: 7-Oxabicyclo(2.2.1)heptan-2-ol, 1-methyl-4-(1-methylethyl)-；1-methyl-4-propan-2-yl-7-oxabicyclo[2.2.1]heptan-2-ol
• CAS: 103834-29-3
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: IFQZADDJTDGGCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

ADMET

代谢

7-氧杂双环[2.2.1]庚烷-2-醇, 1-甲基-4-(1-甲基乙基)-是1_4_桉树脑的人类已知代谢物。

7-Oxabicyclo[2.2.1]heptan-2-ol, 1-methyl-4-(1-methylethyl)- is a known human metabolite of 1_4_cineole.

来源:NORMAN Suspect List Exchange

反应信息

• 作为反应物：
  描述：

  1-甲基-4-(丙烷-2-基)-7-氧杂二环[2.2.1]庚烷-2-醇 生成 2-exo-(Benzyloxy)-1methyl-4-isopropyl-7-oxabicyclo[2.2.1]heptane
  参考文献：
  名称：

  PAYNE, G. B.;SOLOWAY, S. B.;POWELL, J. E.;ROMAN, S. A.;KOLLMEYER, W. D.

  摘要：

  DOI：
• 作为产物：
  描述：

  4-萜烯醇 生成 1-甲基-4-(丙烷-2-基)-7-氧杂二环[2.2.1]庚烷-2-醇
  参考文献：
  名称：

  PAYNE, GEORGE B.;SOLOWAY, SAMUEL B.;POWELL, JAMES E.;ROMAN, STEVEN A.;KOL+

  摘要：

  DOI：

文献信息

• [EN] A PROCESS FOR PREPARING AN OPTICALLY ACTIVE CINEOLE DERIVATIVE<br/>[FR] PROCÉDÉ DE PRÉPARATION D'UN DÉRIVÉ DE CINÉOLE OPTIQUEMENT ACTIF
  申请人：BASF AGRO BV

  公开号：WO2018210662A1

  公开（公告）日：2018-11-22

  The present invention relates to a process for preparing optically active 1,4-cineole derivatives by enzymatic resolution and enantiomerically pure optically active 1,4-cineole derivatives of purity greater than 99.9 % that have been prepared by this process. The present invention further relates to a process for preparing 7-oxabicyclo[2.2.1]heptane derivatives from the enantiomerically pure optically active 1,4-cineole derivatives.

  本发明涉及一种通过酶解和手性纯度大于99.9%的光学活性1,4-桉叶醇衍生物的制备过程。本发明还涉及一种从手性纯度高的光学活性1,4-桉叶醇衍生物制备7-氧杂双环[2.2.1]庚烷衍生物的过程。
• [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。
• Selective oxabicycloalkanes
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0388164A1

  公开（公告）日：1990-09-19

  This invention relates to compounds, agriculturally suitable compositions thereof, and a method for controlling the growth of undesired vegetation in paddy rice with an oxabicycloalkane herbicide of the formula JOCH2Q wherein J is an oxabicycloalkane moiety; and Q is an optionally substituted aromatic or heteroaromatic moiety.

  本发明涉及化合物及其适于农业的组合物，以及一种使用公式JOCH2Q的氧代双环烷除草剂控制稻田中不良杂草生长的方法，其中J是氧代双环烷基团；Q是可选取代的芳香或杂环基团。
• Process for the preparation of bicycloheptane derivatives, and novel bicycloheptane derivatives
  申请人：SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ B.V.

  公开号：EP0081892A2

  公开（公告）日：1983-06-22

  A process for the preparation of a 2-exo-hydroxy-7-oxa- bicyclo[2.2.1]heptane, wherein the corresponding cis 3,4-expoxycyclohexanol is cyclised by treatment with an acid. Specific 2-exo-hydroxy-7-oxabicyclo[2.2.1]heptanes and intermediates thereof.

  一种制备 2-外-羟基-7-氧杂双环[2.2.1]庚烷的工艺，其中相应的顺式 3,4-外氧基环己醇通过酸处理环化。 特定的 2-外-羟基-7-氧杂双环[2.2.1]庚烷及其中间体。