diethyl (4S,5S)-2-oxo-1,3,2-dioxathiolane-4,5-dicarboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧硫杂环戊烷
• 英文名称: diethyl (4S,5S)-2-oxo-1,3,2-dioxathiolane-4,5-dicarboxylate
• 化学式: C₈H₁₂O₇S
• 分子量: 252.245
• InChiKey: RHWWCXCJNYQHMA-WDSKDSINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  diethyl (4S,5S)-2-oxo-1,3,2-dioxathiolane-4,5-dicarboxylate 在 sodium azide 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 78.0h， 生成 diethyl 2-aminofumarate
  参考文献：
  名称：

  Kostyanovsky, Remir G.; Krutius, Oleg N.; Stankevich, Andrey A., Mendeleev Communications, 2003, vol. 13, # 5, p. 223 - 226

  摘要：

  DOI：
• 作为产物：
  描述：

  L-(+)-酒石酸二乙酯 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 diethyl (4S,5S)-2-oxo-1,3,2-dioxathiolane-4,5-dicarboxylate
  参考文献：
  名称：

  Stereoselective synthesis of 2-epi-jaspine B via base-catalyzed intramolecular oxy-Michael conjugate addition approach

  摘要：

  2-epi-Jaspine B has been synthesized starting from (-)-diethyl tartrate in 12 simple steps and 26.6% overall yield. The key intermediate was obtained via stereoselective base-catalyzed intramolecular oxy-Michael conjugate addition followed by tandem hydrogenation/hydrogenolysis. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.07.004

文献信息

• Synthesis of Cyclic Sulfite Diesters and their Evaluation as Sulfur Dioxide (SO ₂ ) Donors
  作者：Satish R. Malwal、Kundansingh A. Pardeshi、Harinath Chakrapani

  DOI：10.1002/cbic.201900614

  日期：2020.4.17

  Although sulfur dioxide (SO2 ) finds widespread use in the food industry as its hydrated sulfite form, a number of aspects of SO2 biology remain to be completely understood. Of the tools available for intracellular enhancement of SO2 levels, most suffer from poor cell permeability and a lack of control over SO2 release. We report 1,2-cyclic sulfite diesters as a new class of reliable SO2 donors that

  尽管二氧化硫（SO2）以其水合亚硫酸盐形式在食品工业中得到广泛使用，但SO2生物学的许多方面仍有待完全理解。在可用于细胞内提高SO2水平的工具中，大多数工具的细胞通透性较差，并且缺乏对SO2释放的控制。我们报告1,2-环亚硫酸盐二酯为一类新的可靠的SO2供体，其通过亲核置换在缓冲液中解离以产生具有可调释放曲线的SO2。我们提供的数据支持这些SO2供体比亚硫酸氢钠（细胞研究中最常用的SO2供体）更有效地提高细胞内SO2水平的适用性。
• [EN] ASPARTYL PROTEASE INHIBITORS<br/>[FR] INHIBITEURS D'ASPARTYL PROTÉASE
  申请人：MEDIVIR AB

  公开号：WO2010107384A1

  公开（公告）日：2010-09-23

  A compound of formula (I) N-oxides, addition salts, quaternary amines metal complexes stereochemically isomeric forms and metabolites thereof, wherein A is CR1 Or N; formula (A) or formula (B) D is H, C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, G is NR10 or O Q is C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6Cycloalkyl, aryl or heterocyclyl; W is H, C1-C6alkyl, C3-C6Cycloalkyl, CH2F, CHF2 or CF3; one of X' and X" is H or CH3, the other is C1-C3alkyl, F, OH, NRaRb, CF3 or N3; or X' and X" are both F; Y is NRd or O; Z is O, NRa, CHRd, CF2 or S(=0)r or a bond; the other variables are as defined in the specification. The compounds of the invention are inhibitors of BACE and are among other things useful for the treatment and/or prevention of conditions associated with BACE activity such as Alzheimer's disease.

  公式（I）的化合物N-氧化物，加成盐，季铵盐金属配合物立体化异构体及其代谢物，其中A为CR1或N；公式（A）或公式（B）D为H，C1-C6烷基，C2-C6烯基，C2-C6炔基，G为NR10或O，Q为C1-C6烷基，C2-C6烯基，C2-C6炔基，C3-C6环烷基，芳基或杂环烷基；W为H，C1-C6烷基，C3-C6环烷基，CH2F，CHF2或CF3；X'和X"中的一个为H或CH3，另一个为C1-C3烷基，F，OH，NRaRb， 或N3；或者X'和X"都是F；Y为NRd或O；Z为O，NRa，CHRd，CF2或S（=0）r或键；其他变量如规范中定义。本发明的化合物是BACE的抑制剂，除其他用途外，还可用于治疗和/或预防与BACE活性相关的疾病，如阿尔茨海默病。
• Stereospecific radiosynthesis of 3-fluoro amino acids: access to enantiomerically pure radioligands for positron emission tomography
  作者：Santosh R. Alluri、Patrick J. Riss

  DOI：10.1039/c8ob00184g

  日期：——

  non-racemic aziridine-2-carboxylates equivalent to amino acids were prepared and subjected to ring opening reaction by [18F/19F]fluoride. The regio and stereospecific ring opening depends on the substituents on the nitrogen as well as both the carbons of aziridines. The applicability of the methods to afford access to 3-[18F/19F]fluoro amino acids are illustrated.

  制备了多种等效于氨基酸的取代的非外消旋氮丙啶-2-羧酸盐，并通过[ 18 F / 19 F]氟化物进行开环反应。区域和立体特异性开环取决于氮上的取代基以及氮丙啶的两个碳。说明了提供接近3- [ 18 F / 19 F]氟氨基酸的方法的适用性。
• An improved synthesis of aziridine-2,3-dicarboxylates via azido alcohols—epimerization studies
  作者：Alexander Breuning、Radim Vicik、Tanja Schirmeister

  DOI：10.1016/j.tetasy.2003.09.015

  日期：2003.10

  pure trans-aziridine-2,3-dicarboxylates for which an optimized synthetic pathway is presented. The first example of an enantiomerically pure mixed diester of the aziridine-2,3-dicarboxylic acid the synthesis of the allyl ethyl ester is reported herein.

  现在阐明在环氧化物或环亚硫酸盐与叠氮化钠开环期间观察到的3-叠氮基-2-羟基琥珀酸酯差向异构化的原因。这是由于质子在3位的高酸度引起的。通过在含有D 2 O或DC1的溶剂中进行质子氘交换，可以证明这一点。所述抗-3-叠氮基-2- hydroxysuccinates用作中间体对映体纯的反式针对其优化的合成途径被呈现-吖丙啶-2,3-二羧酸酯。本文报道了氮丙啶-2，3-二羧酸的对映体纯的混合二酯的第一个实例，烯丙基乙基酯的合成。
• Process for Preparing 5,7 Diaminopyrazolo [1,5-a] Pyrimidine Compounds
  申请人：Liotta Dennis C.

  公开号：US20120041198A1

  公开（公告）日：2012-02-16

  Processes for the preparation of certain 5,7-diaminopyrazolo[1,5-α]pyrimidine compounds comprising the reaction of a primary or secondary amine and a protected 5-halo-7-aminopyrazolo[1,5-α]pyrimidine compound in solvent system comprising water and one or more organic solvents, optionally in the presence of an exogenous base.

  制备特定5,7-二氨基吡唑并[1,5-α]嘧啶化合物的方法包括在溶剂体系中将一种初级或次级胺和受保护的5-卤代-7-氨基吡唑并[1,5-α]嘧啶化合物反应，所述溶剂体系包括水和一个或多个有机溶剂，可选地在外源碱的存在下。