8-oxo-1,4-dioxa-spiro[4.5]decane-7-carbaldehyde

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-oxo-1,4-dioxa-spiro[4.5]decane-7-carbaldehyde
• 英文别名: 8-Oxo-1,4-dioxaspiro[4.5]decane-7-carbaldehyde
• 化学式: C₉H₁₂O₄
• 分子量: 184.192
• InChiKey: DYYGYIBUHAQSLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-oxo-1,4-dioxa-spiro[4.5]decane-7-carbaldehyde 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以91%的产率得到1',4',6',7'-tetrahydrospiro[1,3-dioxolane-2,5'-indazole]
  参考文献：
  名称：

  [EN] DIHYDROPYRIMIDINE DERIVATIVES AND USES THEREOF IN THE TREATMENT OF HBV INFECTION OR OF HBV-INDUCED DISEASES
  [FR] DÉRIVÉS DE DIHYDROPYRIMIDINE ET LEURS UTILISATIONS DANS LE TRAITEMENT D'UNE INFECTION PAR LE VIRUS DE L'HÉPATITE B OU DE MALADIES INDUITES PAR LE VIRUS DE L'HÉPATITE B

  摘要：

  本文提供了一种二氢嘧啶衍生物，可用于治疗乙型肝炎感染或由乙型肝炎引起的疾病，以及其药用或医学应用。

  公开号：

  WO2019214610A1
• 作为产物：
  描述：

  1,4-环己二酮单乙二醇缩酮 、 甲酸乙酯 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 8-oxo-1,4-dioxa-spiro[4.5]decane-7-carbaldehyde
  参考文献：
  名称：

  通过底物控制的级联过程，Quinary催化剂-底物复合物诱导了螺桥或笼状多杂环化合物的构建。

  摘要：

  研究了环状β-氧代醛与2-羟基肉桂醛的不对称有机催化级联反应。双官能叔胺-硫脲催化剂用于合理设计的多重催化中，其中不对称的亚胺鎓催化和硫脲阴离子结合催化通过羧酸根阴离子作为三元催化体系结合在一起，形成了五元催化剂-底物配合物，为富含对映体的螺桥或笼状多杂环化合物的构建。催化剂的再利用也已成功实现。

  DOI：

  10.1021/acs.orglett.9b02375

文献信息

• Synthesis of the chiral upper fragment of tetronolide
  作者：Koji Matsuda、Keiichi Nomura、Eiichi Yoshii

  DOI：10.1039/c39890000221

  日期：——

  The chiral upper fragment (3) of tetronolide (1) was synthesized via spiroannulation of optically active cyclohexanone derivative (5) with trans-β-methoxyacrylate and subsequent functionalization of the resulting spirotetronate (6).

  手性上的片段（3 tetronolide的）（1）合成经由光学活性的环己酮衍生物（的spiroannulation 5与）反式-β甲氧基丙烯酸甲酯，所得spirotetronate（随后官能化6）。
• Novel S1P₁ Receptor Agonists - Part 2: From Bicyclo[3.1.0]hexane-Fused Thiophenes to Isobutyl Substituted Thiophenes
  作者：Martin H. Bolli、Jörg Velker、Claus Müller、Boris Mathys、Magdalena Birker、Roberto Bravo、Daniel Bur、Ruben de Kanter、Patrick Hess、Christopher Kohl、David Lehmann、Solange Meyer、Oliver Nayler、Markus Rey、Michael Scherz、Beat Steiner

  DOI：10.1021/jm401456d

  日期：2014.1.9

  Previously, we reported on the discovery of a novel series of bicyclo[3.1.0]hexane fused thiophene derivatives that serve as potent and selective S1P(1), receptor agonists. Here, we discuss our efforts to simplify the bicyclohexane fused thiophene head. In a first step the bicyclohexane moiety could be replaced by a simpler, less rigid cyclohexane ring without compromising the SIP receptor affinity profile of these novel compounds. In a second step, the thiophene head was simplified even further by replacing the cyclohexane ring with an isobutyl group attached either to position 4 or position S of the thiophene. These structurally much simpler headgroups again furnished potent and selective S1P(1) agonists (e.g., 87), which efficiently and dose dependently reduced the number of circulating lymphocytes upon oral administration to male Wistar rats. For several compounds discussed in this report lymphatic transport is an important route of absorption that may offer opportunities for a tissue targeted approach with minimal plasma exposure.
• Bifuctional Amino-Squaramides Catalyzed Asymmetric Spiroannulation Cascades with Aliphatic β,γ-Unsaturated α-Keto Esters: Controlling an Aldehyde Enolate
  作者：Xiaoqin Wang、Weijun Yao、Zhihui Yao、Cheng Ma

  DOI：10.1021/jo202633c

  日期：2012.3.16

  A quinidine-derived squaramide Ib catalyzed cyclization reaction of beta-oxo aldehydes 1 and aliphatic or aromatic beta,gamma-unsaturated alpha-keto ester 2 is described. Using cyclic aldehyde substrates, this procedure provided a promising approach to a variety of spiro-3,4-dihydropyrans bearing three continuous quaternary and tertiary stereocenters in moderate to good yield with high stereoselectivities. Substituents on the nitrogen atoms of the squaramide moiety of the catalyst proved crucial to the reaction outcome. The stereochemistry of the three newly formed chiral centers (trans-selective) of the major product indicates a Micheal addition/hemiacetalization domino sequence for the present annulations.
• Asymmetric Synthesis of Spiro-3,4-dihydropyrans via a Domino Organocatalytic Sequence
  作者：Weijun Yao、Lianjie Pan、Yihua Wu、Cheng Ma

  DOI：10.1021/ol1007873

  日期：2010.5.21

  A cinchona alkaloid-catalyzed domino Michael/hemiacetalization reaction of cyclic beta-oxo aldehydes and aromatic beta,gamma-unsaturated a-keto esters, resulting in the formation of spiro-dihydropyran architectures in good yield with high stereoselectivity (up to 97% ee), is presented.
• DIHYDROPYRIMIDINE DERIVATIVES AND USES THEREOF IN THE TREATMENT OF HBV INFECTION OR OF HBV-INDUCED DISEASES
  申请人：Janssen Sciences Ireland Unlimited Company

  公开号：US20210220356A1

  公开（公告）日：2021-07-22

  Provided herein are dihydropyrimidine derivatives which are useful in the treatment of HBV infection or HBV-induced diseases, as well as pharmaceutical or medical applications thereof.