(+)-botryodiplodin | 27098-03-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (+)-botryodiplodin
• 英文别名: (2S,3R)-3-hydroxymethyl-2-methyl-4-oxo-pentanal (S)-1->3-cyclohemiacetal；1-((3R)-5t-hydroxy-4c-methyl-tetrahydro-furan-3r-yl)-ethanone；(1S)-D_g-threo-botryodiplodin；1-[(3R,4S,5S)-5-hydroxy-4-methyloxolan-3-yl]ethanone
• CAS: 27098-03-9
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: CLYSZQBIUYRLNX-QTSITTDLSA-N

物化性质

• 熔点：
  51°C
• 沸点：
  202.77°C (rough estimate)
• 密度：
  1.0789 (rough estimate)
• LogP：
  0.571 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2932190090

制备方法与用途

类别：易燃液体
毒性分级：高毒
急性毒性：未报道，小鼠 LD50: 40 毫克/公斤

可燃性危险特性：该物质为易燃液体；受热分解时会释放出辛辣刺激烟雾。

储运特性：应存放在通风库房内，保持低温、干燥环境，并采取防火措施，避免与食品原料混放。

灭火剂：可使用水、泡沫、沙土、二氧化碳或干粉进行扑救。

反应信息

• 作为产物：
  描述：

  甲醇 、 α-(+)-botryodiplodin acetate 在 Lipase PS 作用下， 以 氯仿 为溶剂， 反应 192.0h， 生成 乙酸甲酯 、 (+)-botryodiplodin 、 (+)-botryodiplodin 、 1-[(3S,4R,5S)-5-hydroxy-4-methyloxolan-3-yl]ethanone
  参考文献：
  名称：

  Lipase-catalysed deacetylation of botryodiplodin acetate

  摘要：

  Enantioselective deacetylation of alpha-(+/-)-botryodiplodin acetate was successfully accomplished by means of lipase PS to afford (+)-botryodiplodin and alpha-(+)-botryodiplodin acetate with high enantiomeric excesses. Enzyme-mediated transesterification of the acetylated molecule with n-butanol, as well as its hydrolysis in several organic solvents, are also reported. The CD spectra of (+)-botryodiplodin and alpha-(+)-botryodiplodin acetate are also presented. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.02.008

文献信息

• [EN] ORGANOCATALYSTS AND METHODS OF USE IN CHEMICAL SYNTHESIS<br/>[FR] ORGANOCATALYSEURS ET PROCEDES D'UTILISATION DE CES DERNIERS DANS LA SYNTHESE CHIMIQUE
  申请人：STC UNM

  公开号：WO2006007586A1

  公开（公告）日：2006-01-19

  The present invention pertains generally to compositions comprising organocatalysts that facilitate stereo-selective reactions and the method of their synthesis and use. Particularly, the invention relates to metal-free organocatalysts for facilitation of stereo-­selective reactions, and the method of their synthesis and use. These compounds have the structure of the Formulas (I) and (II). Where X is independently selected from CH2, N-Ra, O, S or C=O; Y is CH2, N-Ra, O, S or C=O, with the proviso that at least one of X or Y is CH2, and preferably both of X and Y are CH2; Ra is H, an optionally substituted C1-C12 alkyl, preferably an optionally substituted C1-C6 alkyl including a C3-C6 cyclic alkyl group, or an optionally substituted aryl group, preferably an optionally substituted phenyl group; Rb is H, an optionally substituted C1-C12 alkyl, preferably an optionally substituted C1-C6 acyclic or a a C3-C6 cyclic alkyl group, CHO, N(Me)O, CO(S)Ra or the group of Formula (III). Where Rc and Rd are each independently H, F, C1, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1-C12 alkyl, more preferably a C1-C6 alkyl, and an optionally substituted aryl group, or together Rc and Rd form an optionally substituted carbocyclic or optionally substituted heterocyclic ring; R1 is OH, OR, NR'R', NHC(=O)R, NHSO2R; R2 is H, F, C1, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1­C6 alkyl, an optionally substituted aryl group or a =O group (which establishes a carbonyl group with the carbon to which =O is attached; R3 is H, OH, F, C1, Br, I, Cl, an optionally substituted C1-C20 alkyl, alkenyl or alkynyl ('hydrocarbyl') group, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl, such that the carbon to which R3 is attached has an R or S configuration; R is H, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl group, R' and R' are each independently H, an optionally substituted C1-C20 alkyl group, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl group; or together R' and R' form an optionally substituted heterocyclic, preferably a 4 to 7 membered optionally substituted heterocyclic group or an optionally substituted heteroaryl ring with the nitrogen to which R' and R' are attached; and wherein said compound is free from a metal catalyst.

  本发明涉及一般包括有机催化剂的组合物，该催化剂促进立体选择性反应以及其合成和使用方法。特别地，本发明涉及无金属有机催化剂以促进立体选择性反应，以及其合成和使用方法。这些化合物具有以下结构的式（I）和（II）。其中X独立地选择自CH2、N-Ra、O、S或C=O；Y为CH2、N-Ra、O、S或C=O，但至少X或Y中的一个为CH2，最好是X和Y都为CH2；Ra为H、可选择地取代的C1-C12烷基，最好是可选择地取代的C1-C6烷基，包括C3-C6环烷基，或可选择地取代的芳基，最好是可选择地取代的苯基；Rb为H、可选择地取代的C1-C12烷基，最好是可选择地取代的C1-C6无环或C3-C6环烷基，CHO、N(Me)O、CO(S)Ra或式（III）的基团。其中Rc和Rd各自独立地为H、F、C1、可选择地取代的C1-C20烷基，最好是可选择地取代的C1-C12烷基，更好地是C1-C6烷基，以及可选择地取代的芳基，或者Rc和Rd一起形成可选择地取代的碳环或可选择地取代的杂环；R1为OH、OR、NR'R'、NHC(=O)R、NHSO2R；R2为H、F、C1、可选择地取代的C1-C20烷基，最好是可选择地取代的C1-C6烷基，可选择地取代的芳基或=O基团（与=O连接的碳形成羰基基团）；R3为H、OH、F、C1、Br、I、Cl、可选择地取代的C1-C20烷基、烯基或炔基（'烃基'），最好是可选择地取代的C1-C6烷基，或可选择地取代的芳基，使得R3连接的碳具有R或S构型；R为H、可选择地取代的C1-C20烷基，最好是可选择地取代的C1-C6烷基，或可选择地取代的芳基，R'和R'各自独立地为H、可选择地取代的C1-C20烷基，最好是可选择地取代的C1-C6烷基，或可选择地取代的芳基；或者R'和R'一起形成可选择地取代的杂环，最好是4到7成员的可选择地取代的杂环基团或与R'和R'连接的氮原子形成可选择地取代的杂芳基环；其中所述化合物不含金属催化剂。
• Substances and microorganisms which produce them
  申请人：NISSAN CHEMICAL INDUSTRIES LTD.

  公开号：EP0582267B1

  公开（公告）日：2000-03-29
• JPS05486693A
  申请人：——

  公开号：JPS05486693A

  公开（公告）日：1979-07-10
• JPS5486693A
  申请人：——

  公开号：JPS5486693A

  公开（公告）日：1979-07-10
• OXACYCLOPENTENE-2 DERIVATIVES
  申请人：Schwarz Joseph

  公开号：US20080287532A1

  公开（公告）日：2008-11-20

  The present invention relates to oxacyclopentene-2 derivatives as compounds possessing antiinflammatory, neuroprotective, immunomodulatory and cardiovascular activities in mammals.