1,3-di-((R)-oxiran-2-yl)propane | 690962-67-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 1,3-di-((R)-oxiran-2-yl)propane
• 英文别名: (1R,3R)-bis(oxiranyl)propane；(2R)-2-[3-[(2R)-oxiran-2-yl]propyl]oxirane
• CAS: 690962-67-5
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: QWWBCQNZFMNNKJ-RNFRBKRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  25.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-di-((R)-oxiran-2-yl)propane 在 copper(l) iodide 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 (7R,11R)-7,11-dimethylheptadecane
  参考文献：
  名称：

  7,11-二甲基十七烷的立体异构体的合成和对映选择性气相色谱-Lambdina 物种的信息素组分

  摘要：

  7,11-二甲基十七烷的立体异构体在对映选择性气相色谱条件下使用改性环糊精相表现出有用的分离水平。(7R,11R) 异构体的合成和共注射研究确定了洗脱顺序为 (7S,11S)、(7R,11R)，最后是中间形式，后者是 Lambdina 物种的性信息素成分。现在可以对含有这种碳氢化合物系统的天然样品进行对映体分析。

  DOI：

  10.1002/ejoc.200300643
• 作为产物：
  描述：

  1,7-庚二醇 在 N-甲基咪唑 、 2,2'-联吡啶 、 2,2,6,6-四甲基哌啶氧化物 、 氧气 、 sodium hydroxide 、 [Cu(MeCN)₄](OTf) 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 36.5h， 生成 1,3-di-((R)-oxiran-2-yl)propane
  参考文献：
  名称：

  A Formal, One-Pot β-Chlorination of Primary Alcohols and Its Utilization in the Transformation of Terpene Feedstock and the Synthesis of a C₂-Symmetrical Terminal Bis-Epoxide

  摘要：

  A one-pot transformation of alkan-1-ols into 2-chloroalkan-1-ols is described. As a practical application, terpene-derived primary alcohols were converted into semiochemicals such as olfactory lactones (aerangis lactone, whisky lactone, and cognac lactone) and pheromones (cruentol and ferrugineol). Using heptane-1,7-diol as a bifunctional substrate, the corresponding bis-epoxide was synthesized by bidirectional synthesis in good yield and high enantioselectivity.

  DOI：

  10.1021/jo402422b

文献信息

• Alteration of hydrolase genes and screening of the resulting libraries for the ability to catalyze specific reactions
  申请人：——

  公开号：US20020042055A1

  公开（公告）日：2002-04-11

  The present invention relates to halocarbon and halohydrocarbon chemistry, including methods of dehalogenating halocarbons and halohydrocarbons to provide, inter alia, alcohols, polyols, and epoxides. In general, the methods involve reaction pathways catalyzed by altered hydrolase enzymes that can provide stereoselective or stereospecific reaction products. The invention also includes methods of providing altered nucleic acids that encode altered dehalogenase or other hydrolase enzymes. Additionally, the invention includes various reaction formats and kits.

  本发明涉及卤化碳和卤代烃化学，包括卤化碳和卤代烃以提供醇、多元醇和环氧化物等的脱卤方法。一般来说，这些方法涉及由可提供立体选择性或立体特异性反应产物的改变水解酶催化的反应途径。本发明还包括提供编码改变的脱卤酶或其他水解酶的改变的核酸的方法。此外，本发明还包括各种反应形式和试剂盒。
• Efficient Synthesis of Medium-Sized Cyclic Ether Diamines
  作者：Sang Hyup Lee、Harold Kohn

  DOI：10.1021/jo0108663

  日期：2002.3.1
• [EN] ALTERATION OF HYDROLASE GENES AND SCREENING OF THE RESULTING LIBRARIES FOR THE ABILITY TO CATALYZE SPECIFIC REACTIONS<br/>[FR] ALTERATION DE GENES DE L'HYDROLASE ET RECHERCHE DE LA CAPACITE A CATALYSER DES REACTIONS SPECIFIQUES PAR CRIBLAGE DES BIBLIOTHEQUES RESULTANTES
  申请人：MAXYGEN INC

  公开号：WO2001046476A1

  公开（公告）日：2001-06-28

  The present invention relates to halocarbon and halohydrocarbon chemistry, including methods of dehalogenating halocarbons and halohydrocarbons to provide, inter alia, alcohols, polyols, and epoxides. In general, the methods involve reaction pathways catalyzed by altered hydrolase enzymes that can provide stereoselective or stereospecific reaction products. The invention also includes methods of providing altered nucleic acids that encode altered dehalogenase or other hydrolase enzymes. Additionally, the invention includes various reaction formats and kits.
• A Formal, One-Pot β-Chlorination of Primary Alcohols and Its Utilization in the Transformation of Terpene Feedstock and the Synthesis of a <i>C</i>₂-Symmetrical Terminal Bis-Epoxide
  作者：Jörg Swatschek、Lydia Grothues、Jonathan O. Bauer、Carsten Strohmann、Mathias Christmann

  DOI：10.1021/jo402422b

  日期：2014.2.7

  A one-pot transformation of alkan-1-ols into 2-chloroalkan-1-ols is described. As a practical application, terpene-derived primary alcohols were converted into semiochemicals such as olfactory lactones (aerangis lactone, whisky lactone, and cognac lactone) and pheromones (cruentol and ferrugineol). Using heptane-1,7-diol as a bifunctional substrate, the corresponding bis-epoxide was synthesized by bidirectional synthesis in good yield and high enantioselectivity.
• Synthesis and Enantioselective Gas Chromatography of Stereoisomers of 7,11-Dimethylheptadecane− A Pheromone Component ofLambdina Species
  作者：Sharon Chow、Wilfried A. Koenig、William Kitching

  DOI：10.1002/ejoc.200300643

  日期：2004.3

  The stereoisomers of 7,11-dimethylheptadecane exhibit a useful level of separation under enantioselective gas chromatographic conditions, using a modified cyclodextrin phase. Synthesis of the (7R,11R) isomer and coinjection studies establish the order of elution as (7S,11S), (7R,11R), and finally the meso form, the latter being a sex-pheromone component of Lambdina species. Enantiomeric assays of natural

  7,11-二甲基十七烷的立体异构体在对映选择性气相色谱条件下使用改性环糊精相表现出有用的分离水平。(7R,11R) 异构体的合成和共注射研究确定了洗脱顺序为 (7S,11S)、(7R,11R)，最后是中间形式，后者是 Lambdina 物种的性信息素成分。现在可以对含有这种碳氢化合物系统的天然样品进行对映体分析。