(S)-4-iodopent-4-ene-1,2-diol | 1262760-13-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-4-iodopent-4-ene-1,2-diol
• 英文别名: (2S)-4-iodopent-4-ene-1,2-diol
• CAS: 1262760-13-3
• 化学式: C₅H₉IO₂
• 分子量: 228.03
• InChiKey: QRXQBAGNRUOEEY-YFKPBYRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-4-iodopent-4-ene-1,2-diol 在 叔丁基锂 、 4-甲基苯磺酸吡啶 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 (S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)prop-1-ene-2-sulfonyl chloride
  参考文献：
  名称：

  [EN] PREPARATION OF (R)- AND (S)-N-(3, 4-DIFLUORO-2-(2-FLUORO-4-IODOPHENYLAMINO)--6-METHOXYPHENYL) -1- (2, 3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE AND PROTECTED DERIVATIVES THEREOF
  [FR] PRÉPARATION DE (R)- ET (S)-N-(3,4-DIFLUORO-2-(2-FLUORO—4-IODOPHÉNYLAMINO)-6-MÉTHOXYPHÉNYL)-1- (2,3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE ET DE LEURS DÉRIVÉS PROTÉGÉS

  摘要：

  该发明涉及(R)-N-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺和(S)-N-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺的制备。(I)

  公开号：

  WO2011009541A1
• 作为产物：
  描述：

  (S)-1-((tert-butyldimethylsilyl)oxy)-5-(trimethylsilyl)pent-4-yn-2-ol 在 potassium carbonate 、 9-碘-9-硼杂二环[3.3.1]壬烷 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 13.0h， 生成 (S)-4-iodopent-4-ene-1,2-diol
  参考文献：
  名称：

  [EN] PREPARATION OF (R)- AND (S)-N-(3, 4-DIFLUORO-2-(2-FLUORO-4-IODOPHENYLAMINO)--6-METHOXYPHENYL) -1- (2, 3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE AND PROTECTED DERIVATIVES THEREOF
  [FR] PRÉPARATION DE (R)- ET (S)-N-(3,4-DIFLUORO-2-(2-FLUORO—4-IODOPHÉNYLAMINO)-6-MÉTHOXYPHÉNYL)-1- (2,3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE ET DE LEURS DÉRIVÉS PROTÉGÉS

  摘要：

  该发明涉及(R)-N-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺和(S)-N-(3,4-二氟-2-(2-氟-4-碘苯胺基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺的制备。(I)

  公开号：

  WO2011009541A1

文献信息

• PREPARATION OF (R)-N-(3,4-DIFLUORO-2-(2-FLUORO-4-IODOPHENYLAMIN0)-6-METHOXYPHENYL)-1-(2,3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE AND (S)- N-(3,4-DIFLUORO-2-(2-FLUORO-4-IODOPHENYLAMIN0)-6-METHOXYPHENYL)-1-(2,3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE
  申请人：Maderna Andreas

  公开号：US20120178946A1

  公开（公告）日：2012-07-12

  The present invention relates to the preparation of (R)-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide and (S)-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide.

  本发明涉及制备(R)-N-(3,4-二氟-2-(2-氟-4-碘苯氨基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺和(S)-N-(3,4-二氟-2-(2-氟-4-碘苯氨基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺的方法。
• PREPARATION OF (R)-N-(3,4-DIFLUORO-2-(2-FLUORO-4-IODOPHENYLAMINO)-6-METHOXYPHENYL)-1-(2,3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE AND (S)- N-(3,4-DIFLUORO-2-(2-FLUORO-4-IODOPHENYLAMINO)-6-METHOXYPHENYL)-1-(2,3-DIHYDROXYPROPYL)CYCLOPROPANE-1-SULFONAMIDE
  申请人：ARDEA BIOSCIENCES, INC.

  公开号：US20130261320A1

  公开（公告）日：2013-10-03

  The present invention relates to the preparation of (R)—N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide and (S)—N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide.

  本发明涉及制备(R)-N-(3,4-二氟-2-(2-氟-4-碘苯基氨基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺和(S)-N-(3,4-二氟-2-(2-氟-4-碘苯基氨基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺的方法。
• Preparation of (R)-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide and (S)-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide
  申请人：Ardea Biosciences, Inc.

  公开号：US08884058B2

  公开（公告）日：2014-11-11

  The present invention relates to the preparation of (R)—N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide and (S)—N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide.

  本发明涉及制备(R)-N-(3,4-二氟-2-(2-氟-4-碘苯基氨基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺和(S)-N-(3,4-二氟-2-(2-氟-4-碘苯基氨基)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺的方法。
• Preparation of (R)-N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide and (S)-N-3,4-difluoro-2(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide
  申请人：Maderna Andreas

  公开号：US08513443B2

  公开（公告）日：2013-08-20

  The present invention relates to the preparation of (R)—N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide and (S)—N-(3,4-difluoro-2-(2-fluoro-4-iodophenylamino)-6-methoxyphenyl)-1-(2,3-dihydroxypropyl)cyclopropane-1-sulfonamide.

  本发明涉及制备(R)-N-(3,4-二氟-2-(2-氟-4-碘苯胺)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺和(S)-N-(3,4-二氟-2-(2-氟-4-碘苯胺)-6-甲氧基苯基)-1-(2,3-二羟基丙基)环丙烷-1-磺酰胺的方法。
• Synthesis of the C13–C27 Fragment of Madeirolide A Using Visible-Light-Promoted Radical Cyclization
  作者：Sunghyun Hwang、Minchul Choi、Myungeun Jeong、Chulbom Lee

  DOI：10.1021/acs.orglett.3c04305

  日期：2024.2.9

  The convergent synthesis of a fully elaborated C13–C27 fragment of madeirolide A has been achieved. The key features of the synthesis include the stereocontrolled construction of both the THF and THP rings via visible-light-induced iridium-catalyzed radical cyclization and the late-stage union of the two oxacyclic subunits through nickel-catalyzed decarboxylative cross-coupling.

  已经实现了马黛罗内酯 A 的完全精细 C13-C27 片段的收敛合成。该合成的关键特征包括通过可见光诱导的铱催化自由基环化立体控制构建THF和THP环，以及通过镍催化脱羧交叉偶联实现两个氧杂环亚基的后期结合。