(2S,6S)-2,6-dichloroheptane-1,7-diol | 1547316-36-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (2S,6S)-2,6-dichloroheptane-1,7-diol
• 英文别名: (2S,6S)-2,6-Dichloroheptane-1,7-diol
• CAS: 1547316-36-8
• 化学式: C₇H₁₄Cl₂O₂
• 分子量: 201.093
• InChiKey: OBIJQGGSFSHXAC-BQBZGAKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,6S)-2,6-dichloroheptane-1,7-diol 在 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 15.0h， 以92%的产率得到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
• 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 、 [Cu(MeCN)₄](OTf) 、 N-氯代丁二酰亚胺 、 (2R,5S)-2-(tert-butyl)-3,5-dimethylimidazolidin-4-one 、 sodium tetrahydroborate 作用下， 以 乙腈 、 乙醇 为溶剂， 反应 21.5h， 以68%的产率得到(2S,6S)-2,6-dichloroheptane-1,7-diol
  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。
• [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.