cis-2,3-Didesoxy-4,5-O-isopropyliden-aldehydo-D-glycero-pent-2-enose | 115509-80-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cis-2,3-Didesoxy-4,5-O-isopropyliden-aldehydo-D-glycero-pent-2-enose
• 英文别名: 3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-(Z)-propenal；(Z)-3-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]prop-2-enal
• CAS: 115509-80-3
• 化学式: C₈H₁₂O₃
• 分子量: 156.181
• InChiKey: WVXUAVWQSVCSQF-AVALRIAPSA-N

物化性质

• 沸点：
  243.9±25.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cis-2,3-Didesoxy-4,5-O-isopropyliden-aldehydo-D-glycero-pent-2-enose 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 sodium hydroxide 、 L-(+)-酒石酸二乙酯 、 Dowex 50X₈-200 resin 、 二异丁基氢化铝 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 358.0h， 生成 Adonitol
  参考文献：
  名称：

  Synthesis of saccharides and related polyhydroxylated natural products. 1. Simple alditols

  摘要：

  DOI：

  10.1021/jo00346a051
• 作为产物：
  描述：

  ethyl (Z)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 在 重铬酸吡啶 、 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 cis-2,3-Didesoxy-4,5-O-isopropyliden-aldehydo-D-glycero-pent-2-enose
  参考文献：
  名称：

  通过[3 + 3]环状方法立体选择合成高度氧化的环己烷

  摘要：

  高度氧化的环己烷的合成已通过Michael-Wittig方案，通过[3 + 3]环合从2，3- O-异亚丙基-（R）-甘油醛衍生的烯醛实现。γ-烷氧基烯醛体系负责立体选择性。

  DOI：

  10.1016/s0957-4166(00)00429-8

文献信息

• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• Diekmann, Elke; Friedrich, Klaus; Lehmann, Jochen, Liebigs Annalen der Chemie, 1989, p. 1247 - 1250
  作者：Diekmann, Elke、Friedrich, Klaus、Lehmann, Jochen

  DOI：——

  日期：——
• Synthesis of Reblastatin, Autolytimycin, and Non-Benzoquinone Analogues: Potent Inhibitors of Heat Shock Protein 90
  作者：Iwona E. Wrona、Alexander Gozman、Tony Taldone、Gabriela Chiosis、James S. Panek

  DOI：10.1021/jo1000109

  日期：2010.5.7

  A full account of an asymmetric synthesis of reblastatin (1) and the first total synthesis of autolytimycin (2) and related structural compounds is described. The syntheses expand the utility of a highly regio- and diastereoselective hydrometalation aldehyde addition sequence to assemble the fully functionalized ansa chain of the natural products. Also documented is an intramolecular copper-mediated amidation reaction to close the 19-membered macrolactams. The amidation reaction was also employed for the generation of structural derivatives (6-9) of phenolic ansamycins. Ansamycin natural products and selected structural analogues were evaluated in a competitive binding assay to breast cancer cell lysate and a cytotoxicity assay. Both reblastatin (1) and autolytimycin (2) were shown to bind the heat shock protein 90 with enhanced binding activity (similar to 25 nM) than 17-allylamino-17-demethoxygeldanamycin (17-AAG, 4), a geldanamycin (3) derivative currently under evaluation for treatment of cancer (similar to 100 nM).
• BI-FUNCTIONAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Nuevolution A/S

  公开号：EP2558577A1

  公开（公告）日：2013-02-20
• BI-FUNCTINAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Gouliaev Alex Haahr

  公开号：US20130281324A1

  公开（公告）日：2013-10-24

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.