1,1-dimethoxy-2-hydroxypent-4-ene | 162714-70-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-dimethoxy-2-hydroxypent-4-ene
• 英文别名: 2-hydroxy-1,1-dimethoxypent-4-ene；1,1-dimethoxypent-4-en-2-ol
• CAS: 162714-70-7
• 化学式: C₇H₁₄O₃
• 分子量: 146.186
• InChiKey: FIIWUWIGTWXXSP-UHFFFAOYSA-N

物化性质

• 沸点：
  199.0±40.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1-dimethoxy-2-hydroxypent-4-ene 在 吡啶 、 4-二甲氨基吡啶 、 lithium tetrafluoroborate 、 苯硅烷 、 二丁基二氯化锡 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 113.25h， 生成 methyl 2-(2-(tert-butoxycarbonyloxy)pent-4-enylamino)-5-methoxybenzoate
  参考文献：
  名称：

  巴莫霉素的分离，结构分配和全合成

  摘要：

  从海洋放线菌链霉菌（Streptomyces sp）的提取物中分离出巴莫霉素。BOSC-022A被发现对多种人类肿瘤细胞系具有细胞毒性。根据初步的一维和二维1 H和13 C NMR光谱，天然化合物首先被赋予大内酯型化合物1的结构，随后通过两种不同的方法制备。然而，分离的巴莫霉素与1之间的主要光谱差异导致将拟议结构改写为E - 16。在合成这种新化合物的基础上，随后将其与真实的巴莫霉素样品进行光谱比较，确实证实了该天然化合物的结构为E - 16。

  DOI：

  10.1021/jo101834c
• 作为产物：
  描述：

  2-(二甲氧基甲基)环氧乙烷 、 乙烯基溴化镁 以 四氢呋喃 为溶剂， 反应 6.0h， 以40%的产率得到1,1-dimethoxy-2-hydroxypent-4-ene
  参考文献：
  名称：

  Substrate specificity and carbohydrate synthesis using transketolase

  摘要：

  This paper describes the use of the enzyme transketolase as a catalyst in organic synthesis. The properties of transketolase from both yeast and spinach were investigated. The yeast enzyme was found to be more convenient for routine use. Examination of the substrate specificity of yeast transketolase demonstrated that the enzyme accepts a wide variety of 2-hydroxy aldehydes as substrates. A practical protocol for transketolase-catalyzed condensation of hydroxypyruvic acid with these aldehydes has been developed and used for the synthesis of four carbohydrates: L-idose, L-gulose, 2-deoxy-L-xylohexose, and L-xylose.

  DOI：

  10.1021/jo00048a023

文献信息

• Polymeric alpha-hydroxy aldehyde and ketone reagents and conjugation method
  申请人：NEKTAR THERAPEUTICS

  公开号：US09228053B2

  公开（公告）日：2016-01-05

  Provided herein are polymeric α-hydroxy aldehyde or α-hydroxy ketone reagents which can be conjugated to amine-containing compounds to form stable conjugates in a single-step reaction. In selected embodiments, the polymeric reagent itself incorporates an internal proton-abstracting (basic) functional group, to promote more efficient reaction. The substituent is appropriately situated, via a linker if necessary, to position the group for proton abstraction, preferably providing a 4- or 5-bond spacing between the abstracting atom and the hydrogen atom on the α-carbon. Also provided are methods of using the reagents and stable, solubilized conjugates of the reagents with biologically active compounds. In preferred embodiments, the polymeric component of the reagent or conjugate is a polyethylene glycol.

  本文提供了可与胺基化合物共轭形成稳定共轭物的聚合物α-羟基醛或α-羟基酮试剂，只需一步反应即可完成。在某些实施例中，聚合物试剂本身包含内部质子抽取（碱性）功能基团，以促进更有效的反应。如果必要，通过连接剂适当地定位取代基，以使该基团定位于质子抽取位置，优选提供在α-碳上的氢原子与抽取原子之间提供4或5键间隔。还提供了使用这些试剂的方法以及与生物活性化合物稳定、可溶性共轭物。在优选实施例中，试剂或共轭物的聚合物组分为聚乙二醇。
• Polymeric Alpha-Hydroxy Aldehyde and Ketone Reagents and Conjugation Method
  申请人：Culbertson Sean M.

  公开号：US20110230618A1

  公开（公告）日：2011-09-22

  Provided herein are polymeric α-hydroxy aldehyde or α-hydroxy ketone reagents which can be conjugated to amine-containing compounds to form stable conjugates in a single-step reaction. In selected embodiments, the polymeric reagent itself incorporates an internal proton-abstracting (basic) functional group, to promote more efficient reaction. The substituent is appropriately situated, via a linker if necessary, to position the group for proton abstraction, preferably providing a 4- or 5-bond spacing between the abstracting atom and the hydrogen atom on the α-carbon. Also provided are methods of using the reagents and stable, solubilized conjugates of the reagents with biologically active compounds. In preferred embodiments, the polymeric component of the reagent or conjugate is a polyethylene glycol.

  本文提供了聚合物α-羟基醛或α-羟基酮试剂，可以与含胺化合物共轭，在单步反应中形成稳定的共轭物。在选定的实施例中，聚合物试剂本身包含内部质子抽取（碱性）功能基团，以促进更有效的反应。通过连接剂必要时适当地定位取代基，以定位功能基团进行质子抽取，最好在α-碳上的氢原子和抽取原子之间提供4或5键间隔。还提供使用试剂的方法以及与生物活性化合物稳定、可溶化的共轭物。在优选实施例中，试剂或共轭物的聚合物组分是聚乙二醇。
• POLYMERIC ALPHA-HYDROXY ALDEHYDE AND KETONE REAGENTS AND CONJUGATION METHOD
  申请人：NEKTAR THERAPEUTICS

  公开号：US20130280783A1

  公开（公告）日：2013-10-24

  Provided herein are polymeric α-hydroxy aldehyde or α-hydroxy ketone reagents which can be conjugated to amine-containing compounds to form stable conjugates in a single-step reaction. In selected embodiments, the polymeric reagent itself incorporates an internal proton-abstracting (basic) functional group, to promote more efficient reaction. The substituent is appropriately situated, via a linker if necessary, to position the group for proton abstraction, preferably providing a 4- or 5-bond spacing between the abstracting atom and the hydrogen atom on the α-carbon. Also provided are methods of using the reagents and stable, solubilized conjugates of the reagents with biologically active compounds. In preferred embodiments, the polymeric component of the reagent or conjugate is a polyethylene glycol.

  本文提供了聚合物α-羟基醛或α-羟基酮试剂，可以与含胺化合物结合，形成稳定的共轭物，在单步反应中完成。在选定的实施例中，聚合物试剂本身包含一个内部质子抽取（碱性）功能基团，以促进更有效的反应。适当的取代基通过连接基团等方式进行定位，以将基团定位于质子抽取位置，最好在α-碳上的氢原子和抽取原子之间提供4或5键间隔。还提供了使用这些试剂和与生物活性化合物稳定、可溶化的共轭物的方法。在首选实施例中，试剂或共轭物的聚合物部分是聚乙二醇。
• Enzymatic resolution of 1,1-dimethoxybut-3-en-2-ol and 1,1-dimethoxypent-4-en-2-ol, α-hydroxyaldehyde precursors for aldol-type reactions
  作者：Robert Chênevert、Sébastien Gravil、Jean Bolte

  DOI：10.1016/j.tetasy.2005.05.013

  日期：2005.6

  Hydroxyacetals 2 and 3 were resolved by acylation with vinyl acetate in the presence of lipases in organic media. The reverse reaction, the enzymatic hydrolysis of the corresponding acetates, was also highly stereoselective and provided the opposite enantiomers. (c) 2005 Elsevier Ltd. All rights reserved.
• US8492503B2
  申请人：——

  公开号：US8492503B2

  公开（公告）日：2013-07-23