(S)-3-(4-Benzyloxy-3-methyl-phenyl)-4-((R)-1-phenyl-ethylcarbamoyl)-butyric acid methyl ester | 603095-21-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-3-(4-Benzyloxy-3-methyl-phenyl)-4-((R)-1-phenyl-ethylcarbamoyl)-butyric acid methyl ester
• 英文别名: methyl (3S)-3-(3-methyl-4-phenylmethoxyphenyl)-5-oxo-5-[[(1R)-1-phenylethyl]amino]pentanoate
• CAS: 603095-21-2
• 化学式: C₂₈H₃₁NO₄
• 分子量: 445.558
• InChiKey: ASORCBPZJFUXOW-BWKNWUBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-3-(4-Benzyloxy-3-methyl-phenyl)-4-((R)-1-phenyl-ethylcarbamoyl)-butyric acid methyl ester 在 吡啶 、 咪唑 、 sodium tetrahydroborate 、 锂硼氢 、 camphor-10-sulfonic acid 、 三氟化硼乙醚 、 二异丁基氢化铝 、 碳酸氢钠 、 碘甲烷 作用下， 以 乙醚 、 乙醇 、 水 、 N,N-二甲基甲酰胺 、 乙腈 、 苯 为溶剂， 生成 Acetic acid (S)-3-(4-benzyloxy-3-methyl-phenyl)-5-(tert-butyl-diphenyl-silanyloxy)-pentyl ester
  参考文献：
  名称：

  Enantioselective synthesis of heliannuol E; structural consideration of natural molecule

  摘要：

  Heliannuol E 1, isolated from Helianthus annuus L. cv. SH-222, was successfully synthesized in both optically active forms. by novel ring-expansion reaction of the corresponding spirodienone derivatives 8 and 17, which were produced from 7 and 16 under anodic oxidation conditions. The absolute structure of the natural product was determined to have R-configuration at the benzylic position. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01094-3
• 作为产物：
  描述：

  3-(4-Benzyloxy-3-methyl-phenyl)-pentanedioic acid dimethyl ester 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 生成 (S)-3-(4-Benzyloxy-3-methyl-phenyl)-4-((R)-1-phenyl-ethylcarbamoyl)-butyric acid methyl ester
  参考文献：
  名称：

  Enantioselective synthesis of heliannuol E; structural consideration of natural molecule

  摘要：

  Heliannuol E 1, isolated from Helianthus annuus L. cv. SH-222, was successfully synthesized in both optically active forms. by novel ring-expansion reaction of the corresponding spirodienone derivatives 8 and 17, which were produced from 7 and 16 under anodic oxidation conditions. The absolute structure of the natural product was determined to have R-configuration at the benzylic position. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01094-3

文献信息

• Enantioselective synthesis of heliannuol E; structural consideration of natural molecule
  作者：Fuminao Doi、Takahisa Ogamino、Takeshi Sugai、Shigeru Nishiyama

  DOI：10.1016/s0040-4039(03)01094-3

  日期：2003.6

  Heliannuol E 1, isolated from Helianthus annuus L. cv. SH-222, was successfully synthesized in both optically active forms. by novel ring-expansion reaction of the corresponding spirodienone derivatives 8 and 17, which were produced from 7 and 16 under anodic oxidation conditions. The absolute structure of the natural product was determined to have R-configuration at the benzylic position. (C) 2003 Elsevier Science Ltd. All rights reserved.