(2S,2S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 18-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolinyloxy)octadec-9-enyl ester | 1028203-48-6

• 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: (2S,2S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 18-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolinyloxy)octadec-9-enyl ester
• CAS: 1028203-48-6
• 化学式: C₄₈H₇₀N₂O₈
• 分子量: 803.092
• InChiKey: QACCMKUKTHRVCO-COCZKOEFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.81
• 重原子数：
  58.0
• 可旋转键数：
  20.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  111.68
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  (2S)-2-tert-butoxycarbonylamino-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid dec-9-enyl 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 6.0h， 以56%的产率得到(2S,2S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 18-(2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinolinyloxy)octadec-9-enyl 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