2-((R)-1-{[2-((S)-1-tert-Butoxycarbonyl-pyrrolidin-2-yl)-thiazole-4-carbonyl]-amino}-3-methyl-butyl)-thiazole-4-carboxylic acid ethyl ester | 1026609-57-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-((R)-1-{[2-((S)-1-tert-Butoxycarbonyl-pyrrolidin-2-yl)-thiazole-4-carbonyl]-amino}-3-methyl-butyl)-thiazole-4-carboxylic acid ethyl ester
• 英文别名: ethyl 2-[(1R)-3-methyl-1-[[2-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidin-2-yl]-1,3-thiazole-4-carbonyl]amino]butyl]-1,3-thiazole-4-carboxylate
• CAS: 1026609-57-3
• 化学式: C₂₄H₃₄N₄O₅S₂
• 分子量: 522.69
• InChiKey: KNFLKDSQKDQWAD-QAPCUYQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  167
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-((R)-1-{[2-((S)-1-tert-Butoxycarbonyl-pyrrolidin-2-yl)-thiazole-4-carbonyl]-amino}-3-methyl-butyl)-thiazole-4-carboxylic acid ethyl ester 在 TEA 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 57.0h， 生成 2-((R)-1-{[2-((S)-1-{(S)-2-[(2S,3S)-2-((2R,3R)-2-tert-Butoxycarbonylamino-3-methyl-pentanoylamino)-3-hydroxy-butyrylamino]-3-methyl-butyryl}-pyrrolidin-2-yl)-thiazole-4-carbonyl]-amino}-3-methyl-butyl)-thiazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Structure and total synthesis of cyclodidemnamide B, a cycloheptapeptide from the ascidian Didemnum molle

  摘要：

  A new cycloheptapeptide. cyclodidemnamide B (1), has been isolated from the marine ascidian Didemnum molle, collected at Ibo island, Mozambique. The structure of the bisthiazole-containing macrocyclic peptide was initially assigned using 2D NMR analysis and data comparisons with cyclodidemnamide. The absolute configuration was deduced after hydrolysis and characterization of degradation residues by chiral HPLC analysis. The total synthesis served as an unambiguous structural and stereochemical proof. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00693-7
• 作为产物：
  描述：

  2-((R)-1-tert-Butoxycarbonylamino-3-methyl-butyl)-thiazole-4-carboxylic acid ethyl ester 在 TEA 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 2-((R)-1-{[2-((S)-1-tert-Butoxycarbonyl-pyrrolidin-2-yl)-thiazole-4-carbonyl]-amino}-3-methyl-butyl)-thiazole-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  Structure and total synthesis of cyclodidemnamide B, a cycloheptapeptide from the ascidian Didemnum molle

  摘要：

  A new cycloheptapeptide. cyclodidemnamide B (1), has been isolated from the marine ascidian Didemnum molle, collected at Ibo island, Mozambique. The structure of the bisthiazole-containing macrocyclic peptide was initially assigned using 2D NMR analysis and data comparisons with cyclodidemnamide. The absolute configuration was deduced after hydrolysis and characterization of degradation residues by chiral HPLC analysis. The total synthesis served as an unambiguous structural and stereochemical proof. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00693-7

文献信息

• Structure and total synthesis of cyclodidemnamide B, a cycloheptapeptide from the ascidian Didemnum molle
  作者：Axelle Arrault、Anne Witczak-Legrand、Philippe Gonzalez、Nataly Bontemps-Subielos、Bernard Banaigs

  DOI：10.1016/s0040-4039(02)00693-7

  日期：2002.5

  A new cycloheptapeptide. cyclodidemnamide B (1), has been isolated from the marine ascidian Didemnum molle, collected at Ibo island, Mozambique. The structure of the bisthiazole-containing macrocyclic peptide was initially assigned using 2D NMR analysis and data comparisons with cyclodidemnamide. The absolute configuration was deduced after hydrolysis and characterization of degradation residues by chiral HPLC analysis. The total synthesis served as an unambiguous structural and stereochemical proof. (C) 2002 Elsevier Science Ltd. All rights reserved.