(R)-(+)-4-(phenylthio)-2-methyl-1-butanol | 129518-67-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (R)-(+)-4-(phenylthio)-2-methyl-1-butanol
• 英文别名: (S,S)-N-(2-hydroxy-1-(R)-2-methyl-4-(phenylthio))butan-1-ol；(2R)-2-methyl-4-phenylsulfanylbutan-1-ol
• CAS: 129518-67-8
• 化学式: C₁₁H₁₆OS
• 分子量: 196.313
• InChiKey: RAPDIXTYYXYEGZ-SNVBAGLBSA-N

物化性质

• 沸点：
  309.7±25.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-(+)-4-(phenylthio)-2-methyl-1-butanol 在 bis-triphenylphosphine-palladium(II) chloride 、 正丁基锂 、 草酰氯 、 四溴化碳 、 三正丁基氢锡 、 二甲基亚砜 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 10.67h， 生成 (R,Z)-(5-(bromomethyl)-3-methylhept-4-enyl)(phenyl)sulfane
  参考文献：
  名称：

  Stereoselective synthesis of the C1–C12 subunit of (−)-callystatin A

  摘要：

  A stereoselective synthesis of the C1-C12 fragment of callystatin A is disclosed. The two stereocenters at C5 and C10 were created by an organocatalytic reaction and a diastereoselective alkylation, respectively. The trisubstituted double bond was introduced by a hydroxy directed hydrostannylation followed by the Negishi reaction. The lactone ring resulted from a ring-closing metathesis reaction. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.05.089
• 作为产物：
  描述：

  α-甲基-γ-丁内酯 在 lithium aluminium tetrahydride 、 乙酸乙烯酯 、 enzyme PFL (lipase from P_. fluorescens) 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 、 氯仿 为溶剂， 反应 45.0h， 生成 (R)-(+)-4-(phenylthio)-2-methyl-1-butanol
  参考文献：
  名称：

  New chemoenzymic synthesis of (R)- and (S)-4-(phenylsulfonyl)-2-methyl-1-butanol: a chiral C5 isoprenoid synthon

  摘要：

  DOI：

  10.1021/jo00312a032

文献信息

• FERRABOSCHI, PATRIZIA;GRISENTI, PARIDE;MANZOCCHI, ADA;SANTANIELLO, ENZO, J. ORG. CHEM., 55,(1990) N5, C. 6214-6216
  作者：FERRABOSCHI, PATRIZIA、GRISENTI, PARIDE、MANZOCCHI, ADA、SANTANIELLO, ENZO

  DOI：——

  日期：——
• HYDROXAMIC ACID BASED COLLAGENASE INHIBITORS
  申请人：BRITISH BIO-TECHNOLOGY LIMITED

  公开号：EP0445206A1

  公开（公告）日：1991-09-11
• Stereoselective synthesis of the C1–C12 subunit of (−)-callystatin A
  作者：Sadagopan Raghavan、Sheelamanthula Rajendar

  DOI：10.1016/j.tetlet.2015.05.089

  日期：2015.7

  A stereoselective synthesis of the C1-C12 fragment of callystatin A is disclosed. The two stereocenters at C5 and C10 were created by an organocatalytic reaction and a diastereoselective alkylation, respectively. The trisubstituted double bond was introduced by a hydroxy directed hydrostannylation followed by the Negishi reaction. The lactone ring resulted from a ring-closing metathesis reaction. (C) 2015 Elsevier Ltd. All rights reserved.
• New chemoenzymic synthesis of (R)- and (S)-4-(phenylsulfonyl)-2-methyl-1-butanol: a chiral C5 isoprenoid synthon
  作者：Patrizia Ferraboschi、Paride Grisenti、Ada Manzocchi、Enzo Santaniello

  DOI：10.1021/jo00312a032

  日期：1990.12