(S)-2-(1,1-Dioxo-1,3-dihydro-1λ⁶-isothiazol-2-yl)-4-methyl-pentanoic acid methyl ester | 240115-53-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-(1,1-Dioxo-1,3-dihydro-1λ⁶-isothiazol-2-yl)-4-methyl-pentanoic acid methyl ester
• 英文别名: methyl (2S)-2-(1,1-dioxo-3H-1,2-thiazol-2-yl)-4-methylpentanoate
• CAS: 240115-53-1
• 化学式: C₁₀H₁₇NO₄S
• 分子量: 247.315
• InChiKey: LASLKSBWIHXRSA-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  环戊二烯 、 (S)-2-(1,1-Dioxo-1,3-dihydro-1λ⁶-isothiazol-2-yl)-4-methyl-pentanoic acid methyl ester 在 氯化二乙基铝 作用下， 生成 (S)-2-((1S,2R,6R,7R)-3,3-Dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-4-methyl-pentanoic acid methyl ester 、 (S)-2-((1R,2S,6S,7S)-3,3-Dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-4-methyl-pentanoic acid methyl ester 、 (S)-2-((1R,2R,6R,7S)-3,3-Dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl)-4-methyl-pentanoic acid methyl ester
  参考文献：
  名称：

  A dual metathesis route to oligomeric sulfonamides

  摘要：

  A strategy employing both ring-closing metathesis (RCM) and ring-opening metathesis polymerization (ROMP) as routes to synthesizing oligomeric sulfonamides is described. Amino acid-derived alpha,beta-unsaturated gamma-sultams, containing either exo-cyclic or gamma-endo-cyclic stereogenic centers, are generated via RCM. These sultams undergo stereoselective Diels-Alder reactions to yield endo-norbornenyl sulfonamides as the major diastereomers. Subsequent ROMP rapidly produces sulfonamide-based oligomers. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02293-6
• 作为产物：
  描述：

  L-亮氨酸甲酯盐酸盐 在 Grubbs catalyst first generation potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 24.0h， 生成 (S)-2-(1,1-Dioxo-1,3-dihydro-1λ⁶-isothiazol-2-yl)-4-methyl-pentanoic acid methyl ester
  参考文献：
  名称：

  环磺酰胺通过闭环复分解反应

  摘要：

  描述了由Grubbs钌亚烷基3催化的烯丙基和乙烯基磺酰胺模板1和2上的闭环易位（RCM）反应的第一个例子。这些反应的环化速率对简单的烯烃取代敏感。这些RCM反应产生新的环状烯丙基-和乙烯基-sultams 4和5，代表了我们对新型磺酰胺的构建的初步努力。

  DOI：

  10.1016/s0040-4039(99)00878-3

文献信息

• A dual metathesis route to oligomeric sulfonamides
  作者：Jutta Wanner、Andrew M Harned、Donald A Probst、Kevin W.C Poon、Thomas A Klein、Kelley A Snelgrove、Paul R Hanson

  DOI：10.1016/s0040-4039(01)02293-6

  日期：2002.2

  A strategy employing both ring-closing metathesis (RCM) and ring-opening metathesis polymerization (ROMP) as routes to synthesizing oligomeric sulfonamides is described. Amino acid-derived alpha,beta-unsaturated gamma-sultams, containing either exo-cyclic or gamma-endo-cyclic stereogenic centers, are generated via RCM. These sultams undergo stereoselective Diels-Alder reactions to yield endo-norbornenyl sulfonamides as the major diastereomers. Subsequent ROMP rapidly produces sulfonamide-based oligomers. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Cyclic sulfonamides via the ring-closing metathesis reaction
  作者：Paul R. Hanson、Donald A. Probst、Randall E. Robinson、Mei Yau

  DOI：10.1016/s0040-4039(99)00878-3

  日期：1999.6

  The first examples of ring-closing metathesis (RCM) reactions on allyl- and vinylsulfonamide templates 1 and 2 catalyzed by the Grubbs ruthenium alkylidene 3 are described. The rate of cyclization of these reactions are sensitive to simple olefin substitution. These RCM reactions yield novel cyclic allyl- and vinylsultams 4 and 5 and represent our initial efforts toward the construction of novel sulfonamides

  描述了由Grubbs钌亚烷基3催化的烯丙基和乙烯基磺酰胺模板1和2上的闭环易位（RCM）反应的第一个例子。这些反应的环化速率对简单的烯烃取代敏感。这些RCM反应产生新的环状烯丙基-和乙烯基-sultams 4和5，代表了我们对新型磺酰胺的构建的初步努力。