methanesulfinic acid; lithium salt | 55163-92-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 亚磺酸及其衍生物
• 英文名称: methanesulfinic acid; lithium salt
• 英文别名: Lithium;methanesulfinate
• CAS: 55163-92-3
• 化学式: CH₃O₂S*Li
• 分子量: 86.0406
• InChiKey: GAZDQFVUWXUHPW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.5
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二苯基碘三氟甲烷磺酸盐 、 methanesulfinic acid; lithium salt 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以84%的产率得到苯甲砜
  参考文献：
  名称：

  Arylation of Lithium Sulfinates with Diaryliodonium Salts: A Direct and Versatile Access to Arylsulfones

  摘要：

  An efficient, transition-metal-free arylation of lithium sulfinates, which are readily accessible from reactions of organolithium reagents with sulfur dioxide, is described. Based on this method, a practical protocol for the direct transformation of (hetero)arenes and (hetero)aromatic halides into diarylsulfones was developed.

  DOI：

  10.1021/ol402235v
• 作为产物：
  描述：

  甲基锂 在 二氧化硫 作用下， 以 乙醚 为溶剂， 反应 1.5h， 生成 methanesulfinic acid; lithium salt
  参考文献：
  名称：

  Arylation of Lithium Sulfinates with Diaryliodonium Salts: A Direct and Versatile Access to Arylsulfones

  摘要：

  An efficient, transition-metal-free arylation of lithium sulfinates, which are readily accessible from reactions of organolithium reagents with sulfur dioxide, is described. Based on this method, a practical protocol for the direct transformation of (hetero)arenes and (hetero)aromatic halides into diarylsulfones was developed.

  DOI：

  10.1021/ol402235v
• 作为试剂：
  描述：

  3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 、 [fluoro(methylsulfonyloxy)iodo]benzene 在 methanesulfinic acid; lithium salt 作用下， 以 二氯甲烷 为溶剂， 以54%的产率得到2,7-Dioxatetracyclo<3.3.3.0^4,9.0^8,11>undeca-3,6-dione
  参考文献：
  名称：

  摘要：

  Reactions of [fluoro(methylsulfonyloxy)iodo]benzene with norbornene, cis-5-norbornene-endo-2,3-dicarboxylic acid, and cis-5-norbornene-endo-2,3-dicarboxylic anhydride were studied. A new mild procedure was developed for introduction of fluoro and sulfonyloxy or two sulfonyloxy groups into molecules of norbornene and its derivatives.

  DOI：

  10.1023/a:1012482617980

文献信息

• [EN] A SYNTHETIC PATHWAY TOWARDS APREMILAST<br/>[FR] NOUVELLE VOIE DE SYNTHÈSE VERS L'APRÉMILAST
  申请人：LEK PHARMACEUTICALS

  公开号：WO2017046319A1

  公开（公告）日：2017-03-23

  The present invention relates to an asymmetric process for providing N-2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}acetamide (apremilast) or a pharmaceutically acceptable salt or solvate thereof.

  本发明涉及一种不对称过程，用于提供N-2-[(1S)-1-(3-乙氧基-4-甲氧基苯基)-2-(甲磺酰基)乙基]-1,3-二氧杂环戊-2,3-二氢-1H-异吲哚-4-基}乙酰胺（阿普利莫司特）或其药用可接受的盐或溶剂。
• Palumbo, Giovanni; Ferreri, Carla; D'Ambrosio, Clotilde, Phosphorus and Sulfur and the Related Elements, 1984, vol. 19, p. 235 - 238
  作者：Palumbo, Giovanni、Ferreri, Carla、D'Ambrosio, Clotilde、Caputo, Romualdo

  DOI：——

  日期：——
• An improved preparation of sulfinate salts and their Michael addition to enones
  作者：Harold W. Pinnick、Michael A. Reynolds

  DOI：10.1021/jo01315a043

  日期：1979.1
• PINNICK H. W.; REYNOLDS M. A., J. ORG. CHEM., 1979, 44, NO 1, 160-161
  作者：PINNICK H. W.、 REYNOLDS M. A.

  DOI：——

  日期：——
• Arylation of Lithium Sulfinates with Diaryliodonium Salts: A Direct and Versatile Access to Arylsulfones
  作者：Natalie Umierski、Georg Manolikakes

  DOI：10.1021/ol402235v

  日期：2013.10.4

  An efficient, transition-metal-free arylation of lithium sulfinates, which are readily accessible from reactions of organolithium reagents with sulfur dioxide, is described. Based on this method, a practical protocol for the direct transformation of (hetero)arenes and (hetero)aromatic halides into diarylsulfones was developed.