Boc-Thr-Hyp-OMe | 551929-84-1

• 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: Boc-Thr-Hyp-OMe
• 英文别名: methyl (2S,4R)-4-hydroxy-1-[(2S,3R)-3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoyl]pyrrolidine-2-carboxylate
• CAS: 551929-84-1
• 化学式: C₁₅H₂₆N₂O₇
• 分子量: 346.381
• InChiKey: YIKJYUMQPMPCOI-ZNSHCXBVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Boc-Thr-Hyp-OMe 在 lithium hydroxide 、 二苯基磷酸 、 碳酸氢钠 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 tert-butyl N-[(3S,6S,9S,11R,15S,18S,24S,26S)-26-azido-11-hydroxy-3,15-bis[(1R)-1-hydroxyethyl]-6-[2-[4-hydroxy-3-[[2-(phenylmethoxycarbonylamino)acetyl]amino]phenyl]ethyl]-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]carbamate
  参考文献：
  名称：

  Discovery, SAR, synthesis, pharmacokinetic and biochemical characterization of A-192411: A novel fungicidal lipopeptide-(I)

  摘要：

  The echinocandin class of cyclic lipopepetides has been simplified to discover potent antifungal compounds. Namely A-192411 shows good in vitro activity against common pathogenic yeasts and has an acceptable safety window in vivo. Discovery, limited SAR, synthesis, biochemical and pharmaco-dynamic profiles of A-192411 are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00978-2
• 作为产物：
  描述：

  Boc-L-苏氨酸 、 反式-4-羟基-L-脯氨酸甲酯 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 作用下， 以98%的产率得到Boc-Thr-Hyp-OMe
  参考文献：
  名称：

  Discovery, SAR, synthesis, pharmacokinetic and biochemical characterization of A-192411: A novel fungicidal lipopeptide-(I)

  摘要：

  The echinocandin class of cyclic lipopepetides has been simplified to discover potent antifungal compounds. Namely A-192411 shows good in vitro activity against common pathogenic yeasts and has an acceptable safety window in vivo. Discovery, limited SAR, synthesis, biochemical and pharmaco-dynamic profiles of A-192411 are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00978-2

文献信息

• Discovery, SAR, synthesis, pharmacokinetic and biochemical characterization of A-192411: A novel fungicidal lipopeptide-(I)
  作者：Weibo Wang、Qun Li、Lisa Hasvold、Beth Steiner、Daniel A Dickman、Hong Ding、Akyio Clairborne、Hui-Ju Chen、David Frost、Robert C Goldman、Kennan Marsh、Yu-Hua Hui、Brian Cox、Angela Nilius、Darlene Balli、Paul Lartey、Jacob J Plattner、Youssef L Bennani

  DOI：10.1016/s0960-894x(02)00978-2

  日期：2003.2

  The echinocandin class of cyclic lipopepetides has been simplified to discover potent antifungal compounds. Namely A-192411 shows good in vitro activity against common pathogenic yeasts and has an acceptable safety window in vivo. Discovery, limited SAR, synthesis, biochemical and pharmaco-dynamic profiles of A-192411 are presented. (C) 2002 Elsevier Science Ltd. All rights reserved.