(2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyltetrahydro-2H-pyran-2-ol | 63122-28-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyltetrahydro-2H-pyran-2-ol
• 英文别名: (2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-ol
• CAS: 63122-28-1
• 化学式: C₉H₁₈O₅
• 分子量: 206.239
• InChiKey: VNYQTDHNVPPMHV-OFPUPOEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyltetrahydro-2H-pyran-2-ol 、 (4-nitrophenyl) N-[4-[1-ethyl-5-[[4-(trifluoromethoxy)benzoyl]amino]pyrazol-3-yl]phenyl]carbamate 在 potassium phosphate monohydrate 、 二异丙胺 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以0.12 g的产率得到[(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyl-tetrahydropyran-2-yl] N-[4- [1-ethyl-5-[[4-(trifluoromethoxy)benzoyl]amino]pyrazol-3-yl]phenyl]carbamate
  参考文献：
  名称：

  [EN] PESTICIDAL COMPOUNDS
  [FR] COMPOSÉS PESTICIDES

  摘要：

  公开号：

  WO2020083733A8
• 作为产物：
  描述：

  rutin 生成 (2R,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyltetrahydro-2H-pyran-2-ol
  参考文献：
  名称：

  ARYA, RANJANA;BABU, VIKAS;ILYAS, M.;NASIM, K. T., J. INDIAN CHEM. SOC., 65,(1988) N2, C. 882-883

  摘要：

  DOI：

文献信息

• PESTICIDAL COMPOSITIONS
  申请人：Crouse Gary D.

  公开号：US20090209476A1

  公开（公告）日：2009-08-20

  The invention disclosed in this document is related to the field of pesticides and their use in controlling pests. A compound having the following structure is disclosed.

  这份文件中披露的发明涉及杀虫剂领域及其在控制害虫方面的应用。披露了一种具有以下结构的化合物。
• Studies on Catalytic Enantioselective Total Synthesis of Caprazamycin B: Construction of the Western Zone
  作者：Purushothaman Gopinath、Takumi Watanabe、Masakatsu Shibasaki

  DOI：10.1021/jo301803h

  日期：2012.10.19

  catalyst furnished the β-hydroxy thioamide in good yield and enantioselectivity. On further transformation, the thioamide functionality was converted to the corresponding β-hydroxy ester. Finally, a convergent synthesis of the western zone of caprazamycin B was achieved by connecting the hemiester, the β-hydroxy ester, and the 2,3,4-tri-O-methyl-l-rhamnose fragments.

  我们描述了使用两个催化不对称反应作为我们方法的关键要素的一种简单便捷的卡普沙霉素B西部区域的合成方法。以（S）-Ni 2-（席夫碱）络合物为催化剂对3-甲基戊二酸酐进行不对称化反应，得到了手性半酯，以及与间苯二酚，（R，R）-Ph-BPE和2的硫酰胺-醛醇缩合反应， 2,5,7,8-五甲基苯并二氢苯并二氢苯并二氢吡喃醇作为催化剂以良好的产率和对映选择性提供了β-羟基硫代酰胺。进一步转化后，将硫酰胺官能团转化为相应的β-羟基酯。最后，通过连接半酯，β-羟基酯和2,3,4-tri-O-甲基-1-鼠李糖片段。
• Pesticidal Compositions
  申请人：Crouse Gary D.

  公开号：US20100204165A1

  公开（公告）日：2010-08-12

  The invention disclosed in this document is related to the field of pesticides and their use in controlling pests. A compound having the following structure is disclosed.

  本文件所披露的发明涉及农药领域及其用于控制害虫。披露了一种具有以下结构的化合物。
• A New Flavonoidal Constituent from Taraxacum officinale (L.) Weber
  作者：Raj Nath Yadava、Shirin Khan

  DOI：10.14233/ajchem.2013.14046

  日期：——

  A new flavone glycoside (A) m.p. 265-268 ºC, m.f. C33H40O21, [M]+ 742 (FABMS), has been isolated from stem of Taraxacum oficinale (L.) Weber. It was characterized as 3,5,7,3,4-pentahydroxy 8-C methyl flavone 7-O-b-D-xylopyranosyl (1®4)O-b-D glucopyranosyl 3-O-a-L-rhamnopyranoside alongwith known compound ladanein B by various chemical degradations and spectral analysis.

  一种新的黄酮苷（A）m.p. 265-268 ºC，m.f. C33H40O21，[M]+ 742 (FABMS)，已从蒲公英（L.）韦伯的茎中分离出来。通过多种化学降解和光谱分析，它被鉴定为3,5,7,3,4-五羟基8-C甲基黄酮7-O-β-D-吡喃木糖基（1®4）O-β-D-吡喃葡萄糖基3-O-α-L-吡喃鼠李糖苷，以及已知的化合物ladanein B。
• Total Synthesis of (−)-Caprazamycin A
  作者：Hugh Nakamura、Chihiro Tsukano、Motohiro Yasui、Shinsuke Yokouchi、Masayuki Igarashi、Yoshiji Takemoto

  DOI：10.1002/anie.201411954

  日期：2015.3.2

  AbstractCaprazamycin A has significant antibacterial activity against Mycobacterium tuberculosis (TB). The first total synthesis is herein reported and features a) the scalable preparation of the syn‐β‐hydroxy amino acid with a thiourea‐catalyzed diastereoselective aldol reaction, b) construction of a diazepanone with an unstable fatty‐acid side chain, and c) global deprotection with hydrogenation. This report provides a route for the synthesis of related liponucleoside antibiotics with fatty‐acid side chains.