(R)-3-{(R)-3-Benzyl-4-[(2S,4R)-4-benzyloxy-2-(3-guanidino-propyl)-pyrrolidin-1-yl]-4-oxo-butyl}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester | 882172-48-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (R)-3-{(R)-3-Benzyl-4-[(2S,4R)-4-benzyloxy-2-(3-guanidino-propyl)-pyrrolidin-1-yl]-4-oxo-butyl}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
• CAS: 882172-48-7
• 化学式: C₄₀H₅₃N₅O₄
• 分子量: 667.892
• InChiKey: NYRUTMNOXPXKLW-SDRNSMACSA-N

反应信息

• 作为反应物：
  描述：

  (R)-3-{(R)-3-Benzyl-4-[(2S,4R)-4-benzyloxy-2-(3-guanidino-propyl)-pyrrolidin-1-yl]-4-oxo-butyl}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以100%的产率得到N-{3-[(2S,4R)-4-Benzyloxy-1-((R)-2-benzyl-4-(R)-1,2,3,4-tetrahydro-isoquinolin-3-yl-butyryl)-pyrrolidin-2-yl]-propyl}-guanidine
  参考文献：
  名称：

  Synthesis of Tic-d-Phe Ψ[CH2–CH2] isostere and its use in the development of melanocortin receptor agonists

  摘要：

  The first synthesis of Tic-D-Phe Psi[CH2-CH2] isostere is described, which features diastereoselective alkylation of the tricyclic lactam 14. The use of this novel dipeptide isostere in the development of melanocortin agonists has been demonstrated by the synthesis of peptidomimetic 7 and non-peptidic ligand 27. Both compounds displayed significant binding and agonist potency at the MC4R. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.005
• 作为产物：
  描述：

  在 Pd-BaSO₄ 氢气 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 (R)-3-{(R)-3-Benzyl-4-[(2S,4R)-4-benzyloxy-2-(3-guanidino-propyl)-pyrrolidin-1-yl]-4-oxo-butyl}-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of Tic-d-Phe Ψ[CH2–CH2] isostere and its use in the development of melanocortin receptor agonists

  摘要：

  The first synthesis of Tic-D-Phe Psi[CH2-CH2] isostere is described, which features diastereoselective alkylation of the tricyclic lactam 14. The use of this novel dipeptide isostere in the development of melanocortin agonists has been demonstrated by the synthesis of peptidomimetic 7 and non-peptidic ligand 27. Both compounds displayed significant binding and agonist potency at the MC4R. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.005