(S)-(+)-1,3-heptanetriol | 135307-19-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-(+)-1,3-heptanetriol
• 英文别名: (S)-1,3-Heptanediol；(3S)-heptane-1,3-diol
• CAS: 135307-19-6
• 化学式: C₇H₁₆O₂
• 分子量: 132.203
• InChiKey: HTXVEEVTGGCUNC-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  5
• 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：

  (S)-(+)-1,3-heptanetriol 在 吡啶 、 二异丁基氢化铝 、 三乙胺 、 magnesium bromide 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 36.75h， 生成 rel-(2R,6R)-2-(3-hydroxyheptyl)-6-propylpiperidine
  参考文献：
  名称：

  Enantioselective ruthenium-mediated synthesis of (-)-indolizidine 223AB

  摘要：

  Triphenylphosphine/CCl4-mediated cyclization of amino alcohol 17 proceeded smoothly, with single inversion, to provide (-)-indolizidine 223AB 4. Amino alcohol 17 was prepared by thermolysis of azide 16, followed by DIBAL reduction of the intermediate imine. Symchiral aldehyde 12 and phosphonium salt 15, precursors to 16, were prepared by BINAP.Ru*-mediated hydrogenation of the corresponding beta-keto esters. A simplified procedure allows this hydrogenation to be carried out in a Parr shaker, at 80-degrees-C and 50 psig of H-2.

  DOI：

  10.1021/jo00048a037
• 作为产物：
  描述：

  methyl (S)-3-hydroxyheptanoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以92%的产率得到(S)-(+)-1,3-heptanetriol
  参考文献：
  名称：

  Enantioselective ruthenium-mediated synthesis of (-)-indolizidine 223AB

  摘要：

  Triphenylphosphine/CCl4-mediated cyclization of amino alcohol 17 proceeded smoothly, with single inversion, to provide (-)-indolizidine 223AB 4. Amino alcohol 17 was prepared by thermolysis of azide 16, followed by DIBAL reduction of the intermediate imine. Symchiral aldehyde 12 and phosphonium salt 15, precursors to 16, were prepared by BINAP.Ru*-mediated hydrogenation of the corresponding beta-keto esters. A simplified procedure allows this hydrogenation to be carried out in a Parr shaker, at 80-degrees-C and 50 psig of H-2.

  DOI：

  10.1021/jo00048a037

文献信息

• Radical Cyclization of β-Aminoacrylates:  Synthesis of (−)-Indolizidine 223AB
  作者：Eun Lee、Jeong、Sun Joon Min、Sukwon Hong、Jaehong Lim、Sang Kyun Kim、Hak Joong Kim、Bum Gyu Choi、Ki Chul Koo

  DOI：10.1021/ol006094z

  日期：2000.7.1

  [reaction: see text] (-)-Indolizidine 223AB was synthesized via radical cyclization of the beta-aminoacrylate derivative of a trans-2,5-disubstituted pyrrolidine. The trans-2,5-disubstituted pyrrolidine substrate was prepared by radical cyclization of a Ses-protected beta-aminoacrylate.

  [反应：见正文]（-）-吲哚并咪唑223AB是通过反式2，5-二取代的吡咯烷的β-氨基丙烯酸酯衍生物的自由基环化反应合成的。反式2，5-二取代的吡咯烷底物是通过Ses保护的β-氨基丙烯酸酯的自由基环化制备的。
• [EN] NOVEL DIOL COMPOUNDS SYNTHESIS AND ITS USE FOR FORMAL SYNTHESIS OF (2R, 3 S)-3-HYDROXYPIPECOLIC ACID<br/>[FR] PROCÉDÉ DE SYNTHÈSE DE NOUVEAUX COMPOSÉS DE DIOL ET SON UTILISATION POUR LA SYNTHÈSE FORMELLE D'ACIDE (2R, 3S)-3-HYDROXYPIPÉCOLIQUE
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2016056031A1

  公开（公告）日：2016-04-14

  The patent discloses novel diol derivatives of general formula I, [Formula should be inserted here] A chiral pool process for the synthesis of the compound of formula I from D glucose. Further, it discloses a process for the synthesis of (2R, 3S)-3-hydroxypipecolic acid from D- glucose using chiral pool approach, wherein the D-glucose used is in enantiomerically pure form.

  该专利披露了一种通式I的新型二醇衍生物，[此处应插入公式] 从D-葡萄糖开始合成公式I化合物的手性池方法。此外，它还披露了一种从D-葡萄糖使用手性池方法合成(2R,3S)-3-羟基哌酸的过程，其中使用的D-葡萄糖为对映纯形式。
• THIOLS AS FLAVORING INGREDIENT
  申请人：ESCHER Dorothea Sina

  公开号：US20080020116A1

  公开（公告）日：2008-01-24

  The present invention relates to the use of a 3-mercaptoheptyl carboxylate, in the form of any one of its stereoisomers or mixture thereof, as flavoring ingredient, in particular to impart fruity, teas and citrus aftertaste. The compounds provide long-lastingness to the flavors composition in which they are added.

  本发明涉及使用3-巯基庚酸酯作为调味成分，其形式可以是其任何立体异构体或其混合物，特别是用于赋予水果、茶和柑橘的余味。这些化合物为它们所添加的口味组合提供持久性。
• NOVEL CYCLOSPORIN DERIVATIVES AND USES THEREOF
  申请人：S&T Global Inc.

  公开号：US20130210704A1

  公开（公告）日：2013-08-15

  The present invention relates to a compound of the Formula (I)): or pharmaceutically acceptable salt thereof, wherein the symbols are as defined in the specification; a pharmaceutical composition comprising the same, a method for treating or preventing viral infections, inflammation, dry eye, central nervous disorders, cardiovascular diseases, cancer, obesity, diabetes, muscular dystrophy, and hair loss.

  本发明涉及公式(I)的化合物或其药学上可接受的盐，其中符号如规范中所定义；以及包含该化合物的制药组合物，用于治疗或预防病毒感染、炎症、干眼症、中枢神经系统疾病、心血管疾病、癌症、肥胖症、糖尿病、肌肉营养不良和脱发的方法。
• Thiols as flavoring ingredient
  申请人：FIRMENICH SA

  公开号：US10993464B2

  公开（公告）日：2021-05-04

  A method to confer, enhance, improve or modify the flavor properties of a flavoring composition or flavored article by adding to the composition or article the compound 3-mercaptoheptyl acetate or an optically active enantiomer thereof in an amount effective to provide a flavor base having top notes of the citrus-grapefruit, teas and/or peach type and/or red fruit. The compound is typically added to provide an amount of from 0.0001 to 500 ppm in the flavoring composition or flavored article. Also, the resultant flavored composition or flavored article.

  一种赋予、增强、改善或改变香料组合物或香料制品风味特性的方法，其方法是在组合物或制品中添加3-巯基庚基乙酸酯化合物或其光学活性对映体，添加量应能有效地提供具有柑橘-柚子、茶和/或桃类型和/或红色水果前味的风味基础。在调味组合物或调味制品中，该化合物的添加量通常为 0.0001 至 500 ppm。此外，由此产生的调味组合物或调味制品。