(+/-)-1-butylthio-3-phenoxypropan-2-ol | 18368-16-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (+/-)-1-butylthio-3-phenoxypropan-2-ol
• 英文别名: 1-butylthio-3-phenoxy-2-propanol；1-Phenoxy-3-butylthio-2-propanol；1-Butylsulfanyl-3-phenoxypropan-2-ol
• CAS: 18368-16-6
• 化学式: C₁₃H₂₀O₂S
• 分子量: 240.367
• InChiKey: AOPMMDJCCHLNPJ-UHFFFAOYSA-N

物化性质

• 沸点：
  153-154 °C(Press: 3 Torr)
• 密度：
  1.0628 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  54.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-)-1-butylthio-3-phenoxypropan-2-ol 、 邻甲苯异氰酸酯 以 苯 为溶剂， 反应 5.0h， 以65%的产率得到(1-butylsulfanyl-3-phenoxypropan-2-yl) N-(2-methylphenyl)carbamate
  参考文献：
  名称：

  Gasanov, V. S.; Alekperov, R. K., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, # 1, p. 83 - 86

  摘要：

  DOI：
• 作为产物：
  描述：

  丁硫醇 、 苯基缩水甘油醚 在 gallium(III) triflate 作用下， 反应 0.5h， 以91%的产率得到(+/-)-1-butylthio-3-phenoxypropan-2-ol
  参考文献：
  名称：

  三氟甲磺酸镓催化选择性合成β-羟基硫化物和β-羟基亚砜的通用有效方法

  摘要：

  在无溶剂条件下，三氟甲磺酸镓（III）催化环氧化物的开环可提供具有高区域选择性和化学选择性的β-羟基硫化物，产率高（84-97％）。另外，首次开发了在单一水中合成β-羟基亚砜的简单，有效且对环境无害的一锅法。通过H 2 O 2 -Ga（OTf）3系统的促进，该过程以高收率（81-94％）和高化学选择性提供了β-羟基亚砜，而没有检测到对β-羟基砜的过度氧化。反应后催化剂可以容易地回收并重新使用而没有明显的活性损失。

  DOI：

  10.1021/jo0700124

文献信息

• JandaJel as a polymeric support to improve the catalytic efficiency of immobilized-1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) under solvent-free conditions
  作者：Daniela Lanari、Roberto Ballini、Simona Bonollo、Alessandro Palmieri、Ferdinando Pizzo、Luigi Vaccaro

  DOI：10.1039/c1gc15790f

  日期：——

  JandaJel, with its greater spacing between the linear polymeric chains compared to that of polystyrene matrices, is a very efficient support for improving the catalytic efficiency of TBD under SolFC.

  JandaJel由于其线性聚合物链之间的间距比聚苯乙烯基质更大，是一种在SolFC下提高TBD催化效率非常有效的载体。
• Odourless Strategy for Deep Eutectic Solvent-Mediated Ring Opening of Epoxides with In Situ Generated S-Alkylisothiouronium Salts
  作者：Najmedin Azizi、Zahra Yadollahy、Amin Rahimzadeh-oskooee

  DOI：10.1055/s-0033-1341050

  日期：——

  A general, straightforward and odourless ring-opening reaction allows the preparation of beta-hydroxy sulfides from in situ generated S-alkylisothiouronium salts in urea-choline chloride-based deep eutectic solvent (DES). In addition, reaction of epoxides with thiourea in DES yields the corresponding thiiranes.
• Functional sulfur-containing compounds. Communication 7. Reactions of 2,3-epoxypropyl alkyl sulfides, sulfoxides, and sulfones with alkoxides and amines
  作者：A. R. Derzhinskii、V. E. Kalugin、E. N. Prilezhaeva

  DOI：10.1007/bf00950153

  日期：1985.7
• Rasta resin as support for TBD in base-catalyzed organic processes
  作者：Simona Bonollo、Daniela Lanari、Tommaso Angelini、Ferdinando Pizzo、Assunta Marrocchi、Luigi Vaccaro

  DOI：10.1016/j.jcat.2011.09.032

  日期：2012.1

  Although its intriguing features, such as uniform functionalization through the entire beads and a very high-loading capacity are suitable candidates for solid-phase synthesis and reagent-scavenging, the use of Rasta resin as support for organocatalysis has been little explored. In this contribution, Rasta polymer has been used to preparation of high-loading Rasta-TBD. This catalyst has been able to efficiently promote several organic transformations with constantly good and promising results. (C) 2011 Elsevier Inc. All rights reserved.
• 1-Alkylthio-3-aryloxypropan-2-ols: synthesis and enantiomer separation by lipase-catalyzed transesterification
  作者：Monika Wielechowska、Jan Plenkiewicz

  DOI：10.1016/j.tetasy.2003.08.005

  日期：2003.10

  The optically active (R)- and (S)-1-alkylthio-3-aryloxypropan-2-ols were prepared in the reaction of the appropriate arylglycidyl ethers and alkyl thiols followed by lipase-catalyzed transesterification. The effect of aryl and alkyl substituents, the enzyme preparation as well as the reaction conditions have been compared in terms of enantiomeric excess of the obtained acetate and the unreacted alcohol. (C) 2003 Elsevier Ltd. All rights reserved.