(S)-tert-butyl (tert-butylsulfinyl)acetate

• 分子结构分类: 有机化合物 - 有机硫化合物 - 亚砜
• 英文名称: (S)-tert-butyl (tert-butylsulfinyl)acetate
• 英文别名: tert-butyl 2-[(S)-tert-butylsulfinyl]acetate
• 化学式: C₁₀H₂₀O₃S
• 分子量: 220.333
• InChiKey: SQDGOSHTGDYCQI-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  quinine (R_S)-tert-butanesulfinate 、 醋酸叔丁酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以81%的产率得到(S)-tert-butyl (tert-butylsulfinyl)acetate
  参考文献：
  名称：

  New General Sulfinylating Process for Asymmetric Synthesis of Enantiopure Sulfinates and Sulfoxides

  摘要：

  [GRAPHICS]A general process for the efficient synthesis of sulfinyl transfer agents has been developed using cinchona alkaloids quinine and quinidine as chiral auxiliaries. The importance of these new and unique sulfinyl transfer agents is exemplified by the expedient synthesis of several sulfoxides in excellent enantiopurities and high yields.

  DOI：

  10.1021/ol0501020

文献信息

• Practical and highly stereoselective technology for preparation of enantiopure sulfoxides and sulfinamides utilizing activated and functionally differentiated N-sulfonyl-1,2,3-oxathiazolidine-2-oxide derivatives
  作者：Zhengxu Han、Dhileepkumar Krishnamurthy、Paul Grover、Q. Kevin Fang、Xiping Su、H. Scott Wilkinson、Zhi-Hui Lu、Daniel Magiera、Chris H. Senanayake

  DOI：10.1016/j.tet.2005.03.122

  日期：2005.6

  A simple, general, and practical technology to prepare enantiopure 1,2,3-oxathiazolidine-2-oxide derivatives using chiral aryl N-sulfonyl aminoalcohol derivatives and thionyl chloride is reported. The versatility of these novel chiral building blocks (MIOO and TMPOO), was exemplified by the expedient production of a variety of unique chiral sulfoxides and valuable chiral sulfinamides in excellent yields

  报道了一种使用手性芳基N-磺酰基氨基醇衍生物和亚硫酰氯制备对映体纯的1,2,3-氧杂噻唑烷-2-氧化物衍生物的简单，通用和实用的技术。这些新颖的手性结构单元（MIOO和TMPOO）的多功能性，以简便的方法以优异的收率和对映体纯度生产了各种独特的手性亚砜和有价值的手性亚磺酰胺类产品。
• Ion pair catalysis of tungstate and molybdate
  申请人：Nanyang Technological University

  公开号：US10710061B2

  公开（公告）日：2020-07-14

  D The present invention relates to ion pair catalysts (I) comprising the cationic bisguanidinium ligand (A) and diperoxomolybdate anion (B). The present invention also relates to ion pair catalysts (III) comprising the cationic bisguanidinium ligand (C) and peroxotungstate anion (D). It further relates to the use of the said catalysts in the manufacture of enantiomerically enriched sulfoxides.

  D 本发明涉及由阳离子双胍配体（A）和二氧钼酸阴离子（B）组成的离子对催化剂（I）。本发明还涉及由阳离子双胍配体（C）和过氧钨酸盐阴离子（D）组成的离子对催化剂（III）。本发明还涉及上述催化剂在制造对映体富集的硫氧化物中的用途。
• Preparation of Asymmetric Phase-transfer Catalyst, 1,4-Bis((4S,5S)-1,3-bis(3,5-di-tert-butylbenzyl)-4,5-diphenylimidazolidin-2-ylidene)piperazine-1,4-diium chloride
  作者：Esther Cai Xia Ang

  DOI：10.15227/orgsyn.097.0274

  日期：——
• US7332610B2
  申请人：——

  公开号：US7332610B2

  公开（公告）日：2008-02-19
• New General Sulfinylating Process for Asymmetric Synthesis of Enantiopure Sulfinates and Sulfoxides
  作者：Bruce Z. Lu、Fuqiang Jin、Yongda Zhang、Xinhe Wu、Stephen A. Wald、Chris H. Senanayake

  DOI：10.1021/ol0501020

  日期：2005.4.14

  [GRAPHICS]A general process for the efficient synthesis of sulfinyl transfer agents has been developed using cinchona alkaloids quinine and quinidine as chiral auxiliaries. The importance of these new and unique sulfinyl transfer agents is exemplified by the expedient synthesis of several sulfoxides in excellent enantiopurities and high yields.