(R)-8-(P-oxa-diphenyl)-2-S-oxa-2-S-phenyl-2,1-benzothiazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: (R)-8-(P-oxa-diphenyl)-2-S-oxa-2-S-phenyl-2,1-benzothiazine
• 英文别名: (3R)-10-diphenylphosphoryloxy-3-phenyl-3lambda6-thia-2-azabicyclo[4.4.0]deca-1(6),2,4,7,9-pentaene 3-oxide；(3R)-10-diphenylphosphoryloxy-3-phenyl-3λ6-thia-2-azabicyclo[4.4.0]deca-1(6),2,4,7,9-pentaene 3-oxide
• 化学式: C₂₆H₂₀NO₃PS
• 分子量: 457.489
• InChiKey: PRSGEIZXXSXMSS-JGCGQSQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (2-bromo-3-(methoxymethoxy)phenyl)methanol 在 palladium diacetate 盐酸 、 正丁基锂 、 草酰氯 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 异丙醇 、 甲苯 为溶剂， 反应 53.0h， 生成 (R)-8-(P-oxa-diphenyl)-2-S-oxa-2-S-phenyl-2,1-benzothiazine
  参考文献：
  名称：

  New Chiral Benzothiazine Ligand and Its Use in the Synthesis of a Chiral Receptor

  摘要：

  The development of chiral ligands to direct the course and stereoselectivity of many catalytic asymmetric reactions is an important area of interest for many research groups. As part of a program examining the chemistry of 2,1-benzothiazines, we have prepared a new chiral benzothiazine ligand. This ligand can be made in as few as three steps from commercially available starting materials. Presented herein is the synthesis of the ligand along with the synthesis of a chiral molecular receptor that potentially presages a new class of chiral molecular tweezers.

  DOI：

  10.1021/jo060175c

文献信息

• New Chiral Benzothiazine Ligand and Its Use in the Synthesis of a Chiral Receptor
  作者：Michael Harmata、Nathan L. Calkins、Russell G. Baughman、Charles L. Barnes

  DOI：10.1021/jo060175c

  日期：2006.4.1

  The development of chiral ligands to direct the course and stereoselectivity of many catalytic asymmetric reactions is an important area of interest for many research groups. As part of a program examining the chemistry of 2,1-benzothiazines, we have prepared a new chiral benzothiazine ligand. This ligand can be made in as few as three steps from commercially available starting materials. Presented herein is the synthesis of the ligand along with the synthesis of a chiral molecular receptor that potentially presages a new class of chiral molecular tweezers.