(2S,2R)-2-(2-tert-butoxycarbonylamino-3,3-dimethyl-butyrylamino)-3-(pent-4-enoylsulfanyl)propionic acid methyl ester | 1028203-60-2

• 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,2R)-2-(2-tert-butoxycarbonylamino-3,3-dimethyl-butyrylamino)-3-(pent-4-enoylsulfanyl)propionic acid methyl ester
• CAS: 1028203-60-2
• 化学式: C₂₀H₃₄N₂O₆S
• 分子量: 430.566
• InChiKey: RSKRSIKJQMUFLZ-DZGCQCFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.81
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  110.8
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2S,2R)-2-(2-tert-butoxycarbonylamino-3,3-dimethyl-butyrylamino)-3-(pent-4-enoylsulfanyl)propionic acid methyl ester 、 三氟乙酸 以 二氯甲烷 为溶剂， 生成
  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
• 作为产物：
  描述：

  methyl S-(pent-4-enoyl)-L-cysteinate 2,2,2-trifluoroacetate 、 N-Boc-L-叔亮氨酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以46%的产率得到(2S,2R)-2-(2-tert-butoxycarbonylamino-3,3-dimethyl-butyrylamino)-3-(pent-4-enoylsulfanyl)propionic 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