(R)-(+)-2-hydroxypentyl tosylate | 529510-44-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-(+)-2-hydroxypentyl tosylate
• 英文别名: [(2R)-2-hydroxypentyl] 4-methylbenzenesulfonate
• CAS: 529510-44-9
• 化学式: C₁₂H₁₈O₄S
• 分子量: 258.339
• InChiKey: JBVQYAJLZULRPW-LLVKDONJSA-N

物化性质

• 沸点：
  402.5±28.0 °C(Predicted)
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-(+)-2-hydroxypentyl tosylate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以63%的产率得到(R)-1,2-环氧基戊烷
  参考文献：
  名称：

  Long-Range Stereo-Relay:  Relative and Absolute Configuration of 1,n-Glycols from Circular Dichroism of Liposomal Porphyrin Esters

  摘要：

  The relative and absolute configurations of long-chain syn- and anti-1,5-, 1,7- and 1,9-glycols were determined from exciton-coupled circular dichroism (ECCD) of the corresponding bis-5-(4'-carboxyl)-5,10,15,20-tetraphenylporphyrin esters measured in uniform (phi = 26 nm), unilamellar liposomes. Long-range transmission of configuration by ECCD is made possible through partial ordering of glycol ester-lipid molecules by liposomal bilayers.

  DOI：

  10.1021/ja047741a
• 作为产物：
  描述：

  戊烯 在 O,O'-bis(dihydroquinin-O-yl)phthalazine potassium dioxotetrahydroxoosmate(VI) 、 potassium carbonate 、 potassium hexacyanoferrate(III) 作用下， 以 水 、 叔丁醇 为溶剂， 生成 (R)-(+)-2-hydroxypentyl tosylate
  参考文献：
  名称：

  A critical outlook and comparison of enantioselective oxidation methodologies of olefins

  摘要：

  DOI：

  10.1016/s0040-4020(02)00440-4

文献信息

• Stereoselective synthesis of C15C24 and C25C30 fragments of dolabelides
  作者：Nicolas Desroy、Rémi Le Roux、Phannarath Phansavath、Lucia Chiummiento、Carlo Bonini、Jean-Pierre Genêt

  DOI：10.1016/s0040-4039(03)00110-2

  日期：2003.2

  The stereocontrolled synthesis of a C15-C24 fragment of dolabelides is reported. The C19 and C21 hydroxyl-bearing stereocenters were installed using ruthenium-mediated asymmetric hydrogenations of cyclic hemiketal 4 and beta-keto ester 7. The C25-C30 portion of dolabelides was prepared as well by ring opening of chiral epoxy alcohol 12 to set up the C27 stereogenic center. (C) 2003 Elsevier Science Ltd. All rights reserved.
• ICHIMOTO, ITSUO;MACHIYA, KOZO;KIRIHATA, MITSUNORI;UEDA, HIROO, NIXON NOYAKU GAKKAJSI, 13,(1988) N 4, S. 605-613
  作者：ICHIMOTO, ITSUO、MACHIYA, KOZO、KIRIHATA, MITSUNORI、UEDA, HIROO

  DOI：——

  日期：——
• Long-Range Stereo-Relay:  Relative and Absolute Configuration of 1,<i>n</i>-Glycols from Circular Dichroism of Liposomal Porphyrin Esters
  作者：John B. MacMillan、Tadeusz F. Molinski

  DOI：10.1021/ja047741a

  日期：2004.8.1

  The relative and absolute configurations of long-chain syn- and anti-1,5-, 1,7- and 1,9-glycols were determined from exciton-coupled circular dichroism (ECCD) of the corresponding bis-5-(4'-carboxyl)-5,10,15,20-tetraphenylporphyrin esters measured in uniform (phi = 26 nm), unilamellar liposomes. Long-range transmission of configuration by ECCD is made possible through partial ordering of glycol ester-lipid molecules by liposomal bilayers.
• A critical outlook and comparison of enantioselective oxidation methodologies of olefins
  作者：Carlo Bonini、Giuliana Righi

  DOI：10.1016/s0040-4020(02)00440-4

  日期：2002.6