(R)-1-thiophen-2-ylpentan-1-ol | 118759-46-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (R)-1-thiophen-2-ylpentan-1-ol
• 英文别名: (1R)-1-thiophen-2-ylpentan-1-ol
• CAS: 118759-46-9
• 化学式: C₉H₁₄OS
• 分子量: 170.276
• InChiKey: CLCAGDACKZCZCM-MRVPVSSYSA-N

物化性质

• 沸点：
  264.2±15.0 °C(Predicted)
• 密度：
  1.067±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  48.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴甲苯 、 (R)-1-thiophen-2-ylpentan-1-ol 生成 (S)-2-Benzyloxy-hexanoic acid 、 (R)-2-(benzyloxy)hexanoic acid
  参考文献：
  名称：

  Preparation of optically active 2-thienylcarbinols by kinetic resolution using the Sharpless reagent

  摘要：

  DOI：

  10.1021/jo00265a055
• 作为产物：
  描述：

  1-(thiophen-2-yl)pentan-1-ol 生成 (R)-1-thiophen-2-ylpentan-1-ol
  参考文献：
  名称：

  Preparation of optically active 2-thienylcarbinols by kinetic resolution using the Sharpless reagent

  摘要：

  DOI：

  10.1021/jo00265a055

文献信息

• Catalytic Enantioselective Alkylation of Aldehydes by Using Organozinc Halide Reagents
  作者：Yuichiro Kinoshita、Shinichi Kanehira、Yasuki Hayashi、Toshiro Harada

  DOI：10.1002/chem.201204346

  日期：2013.3.4

  enantioselective addition to aldehydes by using a titanium(IV) catalyst derived from a H8‐binaphthol derivative in the presence of [Ti(OiPr)4] and MgBr2. A range of functionalities, including olefin, chlorine atoms, protected alcohols, amides, and cyano groups, are tolerated in the present reaction, providing the corresponding functionalized alcohols in high yields and enantioselectivities (see scheme)

  在[Ti（O i Pr）4 ]和MgBr 2存在下，使用衍生自H 8-联萘酚衍生物的钛（IV）催化剂，可以将官能化的烷基卤化锌用于醛的对映选择性加成反应。在本反应中可以耐受多种官能团，包括烯烃，氯原子，受保护的醇，酰胺和氰基，从而以高收率和对映选择性提供相应的官能化醇（参见方案）。
• Method for Catalytic Enantioselective Alkylation of Aldehydes Using Grignard Reagents as Alkyl Sources
  作者：Kento Tanaka、Munehisa Tomihama、Koji Yamamoto、Naoki Matsubara、Toshiro Harada

  DOI：10.1021/acs.joc.8b00929

  日期：2018.6.1

  of aldehyde by the catalysis of a chiral titanium complex derived from DTBP-H8-BINOL. The reaction is performed with good stoichiometry [1.5 equiv each of Grignard reagents and ClTi(OiPr)3] at a low catalyst loading (2 mol %), affording a variety of chiral secondary alcohols in high enantioselectivity and yields and, hence, realizing an asymmetric version of the Grignard reaction in an indirect manner

  由格氏试剂和ClTi（O i Pr）3原位生成的烷基钛试剂可通过催化衍生自DTBP-H 8 -BINOL的手性钛配合物用于醛的对映选择性烷基化反应，而无需进一步操作。该反应以良好的化学计量[1.5当量的格氏试剂和ClTi（O i Pr）3 ]在低催化剂负载量（2mol％）下进行，从而以高对映选择性和收率提供了多种手性仲醇，因此，间接实现格氏反应的不对称形式。
• Renin inhibitors
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0376012A2

  公开（公告）日：1990-07-04

  The invention is new renin inhibitor depeptide and tripeptide derivatives of the formula:

  本发明是式中的新型肾素抑制剂二肽和三肽衍生物：
• N-phosphinyl di-and tripeptides as renin inhibitors
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0376040A2

  公开（公告）日：1990-07-04

  The invention is new renin inhibitor dipeptide and tripeptide derivatives of the formula:

  本发明是新的肾素抑制剂二肽和三肽衍生物，其化学式为
• Catalytic asymmetric addition of aldehydes using organolithium reagents in the presence of commercial available chiral diol ligands
  作者：Hua Zong、Huayin Huang、Ling Song

  DOI：10.1016/j.tetasy.2016.08.016

  日期：2016.11

  An efficient method for the catalytic asymmetric additions to aldehydes using organolithium reagents and titanium(IV) isopropoxide in the presence of commercially available and relatively inexpensive diol ligands, such as (S)-BINOL or D-TADDOL has been developed. Good to excellent yields (up to 92%) and enantioselectivities (up to 94%) of the corresponding secondary alcohol products can be obtained following a simple procedure at relatively mild reaction temperatures. (C) 2016 Published by Elsevier