2-(N-methyl-S-phenylsulfonimidoyl)-1-phenylethanol | 42764-63-6

• 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: 2-(N-methyl-S-phenylsulfonimidoyl)-1-phenylethanol
• CAS: 42764-63-6
• 化学式: C₁₅H₁₇NO₂S
• 分子量: 275.371
• InChiKey: KMXLONNHQLSJBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.66
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(N-methyl-S-phenylsulfonimidoyl)-1-phenylethanol 在 硫酸 作用下， 反应 1.0h， 以99%的产率得到(E)-N-methyl-S-phenyl-S-(2-phenylethenyl)sulfoximine
  参考文献：
  名称：

  S-Ethenylsulfoximine derivatives. Reagents for ethylenation of protic nucleophiles

  摘要：

  DOI：

  10.1021/jo01290a012
• 作为产物：
  描述：

  (+/-)-2-(N-methylphenylsulfonimidoyl)-1-phenylethanone 在 diborane(6) 作用下， 以68%的产率得到2-(N-methyl-S-phenylsulfonimidoyl)-1-phenylethanol
  参考文献：
  名称：

  Diastereoselective reductions of .beta.-keto Sulfoximines

  摘要：

  DOI：

  10.1021/jo00346a011

文献信息

• Synthesis of alkenes by reductive elimination of .beta.-hydroxysulfoximines
  作者：Carl R. Johnson、Robert A. Kirchhoff

  DOI：10.1021/ja00507a028

  日期：1979.6
• A Method for the Conversion of Sulfoximines to Sulfones: Application to Polymer-Bound Sulfoximines and to the Synthesis of Chiral Sulfones
  作者：Jochen Hachtel、Hans-Joachim Gais

  DOI：10.1002/(sici)1099-0690(200004)2000:8<1457::aid-ejoc1457>3.0.co;2-g

  日期：2000.4

  Reaction of N-alkyl, N-aryl, and N-H sulfoximines with m-chloroperbenzoic acid cleanly gives the corresponding sulfones in high yield. In the case of the cleavage of N-alkyl and N-arylsulfoximines, formation of the corresponding nitroso compounds as the other reaction product was proven. Starting from enantio- and diastereopure sulfoximines, a number of chiral sulfones, including the axially chiral sulfone 6 and the sulfonyl-functionalized homoallylic alcohol 8, have been prepared. Reaction of the enantiopure sulfoximine 30 with Merrifield resin gave the polymer-bound sulfoximine 32. Oxidative cleavage of 32 afforded the sulfone 16 in high yield. Deprotonation of the sulfoximine resin 32 and reaction of Li-32 with benzaldehyde and propanal furnished the beta-hydroxysulfoximine resins 33a and 33b, respectively. Oxidative cleavage of 33a and 33b readily afforded the beta-hydroxy sulfones 14a and 14b, respectively.
• JOHNSON C. R.; LOCKARD J. P.; KENNEDY E. R., J. ORG. CHEM., 1980, 45, NO 2, 264-271
  作者：JOHNSON C. R.、 LOCKARD J. P.、 KENNEDY E. R.

  DOI：——

  日期：——
• ANNUNZIATA, B.;CINQUINI, M.;COZZI, F., J. CHEM. SOC. PERKIN TRANS., 1981, N 4, 1109-1111
  作者：ANNUNZIATA, B.、CINQUINI, M.、COZZI, F.

  DOI：——

  日期：——