(3S,6R)-6-tert-butyl-5,8,15-trioxo-1-thia-4,7-diaza-cyclopentadec-11-ene-3-carboxylic acid methyl ester | 1028203-25-9

• 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: (3S,6R)-6-tert-butyl-5,8,15-trioxo-1-thia-4,7-diaza-cyclopentadec-11-ene-3-carboxylic acid methyl ester
• CAS: 1028203-25-9
• 化学式: C₁₈H₂₈N₂O₅S
• 分子量: 384.497
• InChiKey: FGFFXICMQWWPHT-UCNGNXAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  26.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  101.57
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  (2S,2R)-2-[3,3-dimethyl-2-(pent-4-enylamino)-butyrylamino]-3-(pent-4-enoylsulfanyl)propionic acid methyl ester 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 二甲基亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以65%的产率得到(3S,6R)-6-tert-butyl-5,8,15-trioxo-1-thia-4,7-diaza-cyclopentadec-11-ene-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Cross-metathesis and ring-closing metathesis reactions of amino acid-based substrates

  摘要：

  Olefin tethers of variable length, introduced into a natural amino acid (side-chain of Ser, Cys; N-terminus of Arg; C-terminus of Phe and Tic; and in both the side-chain and either the N- or C-terminus of Ser, Cys and Tyr), undergo metathesis on treatment with Grubbs' second generation catalyst. Side-chain linked dimers of Ser, Cys and Tyr were obtained by cross-metathesis, while olefin installation at the N- and C-terminus led to dimers of Arg and Phe (or Tic), respectively. Ring-closing metathesis of the doubly alkenylated derivatives of Ser, Cys and Tyr gave 12-, 20- and 24-membered macrocycles. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.043