(2S,4S)-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-methylglutamate | 119595-74-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (2S,4S)-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-methylglutamate
• 英文别名: (2S,4R)-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-methylglutamate；<2S,4(R,S)>-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-methylglutamate；(2S,4(R,S))-α-tert-butyl γ-methyl N-[9-(9-phenylfluorenyl)]-4-methylglutamate
• CAS: 119595-74-3；119595-77-6
• 化学式: C₃₀H₃₃NO₄
• 分子量: 471.596
• InChiKey: YAVJHLAKWAJMIB-GHZUAHJPSA-N

物化性质

• 沸点：
  581.3±50.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2S,4S)-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-methylglutamate 生成 (4S)-4-甲基-l-脯氨酸
  参考文献：
  名称：

  Isolation and Structures of Nostopeptolides A1, A2 and A3 from the Cyanobacterium Nostoc sp. GSV224

  摘要：

  The isolation and total structure determinations of nostopeptolides A1 (1), A2 (2) and A3 (3) are described. These cyclic depsipeptides, which are devoid of cytotoxic, antifungal and inhibition of protease activities, are characteristic constituents of the cryptophycin-producing cyanobacterium Nostoc sp. GSV224. Structure elucidation by NMR analysis was made more challenging by the existence of each nostopeptolide in three conformations. One-dimensional TOCSY experiments proved to be very useful in isolating and identifying the nine amino acid residues and the butyryl group in each compound. The absolute stereochemistries of 1-3 were determined by comparing the amino acids in the acid hydrolyzates directly with authentic standards. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00764-x
• 作为产物：
  描述：

  L-N-(9-(9-phenylfluorenyl))glutamic acid γ-methylester 在 双(三甲基硅烷基)氨基钾 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 (2S,4S)-α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))-4-methylglutamate
  参考文献：
  名称：

  Synthesis of 4-substituted prolines as conformationally constrained amino acid analogs

  摘要：

  DOI：

  10.1021/jo00269a022