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 | 1026289-25-7

• 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: 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
• 英文别名: ethyl 2-[(1R)-1-[[2-[(2S)-1-[(2S)-2-[[(2S,3S)-3-hydroxy-2-[[(2R,3R)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoyl]amino]butanoyl]amino]-3-methylbutanoyl]pyrrolidin-2-yl]-1,3-thiazole-4-carbonyl]amino]-3-methylbutyl]-1,3-thiazole-4-carboxylate
• CAS: 1026289-25-7
• 化学式: C₃₉H₆₁N₇O₉S₂
• 分子量: 836.087
• InChiKey: HDIOTRCQEWDZOM-PQOUHZNRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  57
• 可旋转键数：
  21
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  275
• 氢给体数：
  5
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  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 在 4-二甲氨基吡啶 、 sodium hydroxide 、 TEA 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 2-((R)-1-{[2-((S)-1-{(S)-2-[(2S,3S)-3-Acetoxy-2-((2R,3R)-2-tert-butoxycarbonylamino-3-methyl-pentanoylamino)-butyrylamino]-3-methyl-butyryl}-pyrrolidin-2-yl)-thiazole-4-carbonyl]-amino}-3-methyl-butyl)-thiazole-4-carboxylic acid
  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-((2S)-1-(叔丁氧基)羧基)吡咯烷-2-基)-1,3-噻唑-4-羧酸 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 75.0h， 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