(S,E)-tert-butyl 2-(4-(benzyloxy)phenyl)-1-(4-(2-methyl-3-oxoprop-1-enyl)oxazol-2-yl)ethylcarbamate | 1239920-07-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S,E)-tert-butyl 2-(4-(benzyloxy)phenyl)-1-(4-(2-methyl-3-oxoprop-1-enyl)oxazol-2-yl)ethylcarbamate
• 英文别名: tert-butyl N-[(1S)-1-[4-[(E)-2-methyl-3-oxoprop-1-enyl]-1,3-oxazol-2-yl]-2-(4-phenylmethoxyphenyl)ethyl]carbamate
• CAS: 1239920-07-0
• 化学式: C₂₇H₃₀N₂O₅
• 分子量: 462.546
• InChiKey: XIKDFXLJDIGVPW-RBTCHBCASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  90.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  三乙基2-膦酰基丙酯 、 (S,E)-tert-butyl 2-(4-(benzyloxy)phenyl)-1-(4-(2-methyl-3-oxoprop-1-enyl)oxazol-2-yl)ethylcarbamate 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 以85%的产率得到(S,2E,4E)-ethyl 5-(2-(2-(4-(benzyloxy)phenyl)-1-(tert-butoxy-carbonylamino)ethyl)oxazol-4-yl)-2,4-dimethylpenta-2,4-dienoate
  参考文献：
  名称：

  Preparation and biological evaluation of key fragments and open analogs of scleritodermin A

  摘要：

  The synthesis of key fragments of scleritodermin A. their assembly, and their biological evaluation as cytotoxic and anthelmintic were performed. Highlights of the synthetic route include formation of the alpha-ketoamide linkage and use of stereocontrolled reactions. Open analogs of this natural product were obtained using a convergent strategy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.040
• 作为产物：
  描述：

  (S)-tert-butyl 2-(4-(benzyloxy)phenyl)-1-(4-formyloxazol-2-yl)ethylcarbamate 、 2-(三苯基正膦基)丙醛 以 苯 为溶剂， 反应 5.0h， 以100%的产率得到(S,E)-tert-butyl 2-(4-(benzyloxy)phenyl)-1-(4-(2-methyl-3-oxoprop-1-enyl)oxazol-2-yl)ethylcarbamate
  参考文献：
  名称：

  Preparation and biological evaluation of key fragments and open analogs of scleritodermin A

  摘要：

  The synthesis of key fragments of scleritodermin A. their assembly, and their biological evaluation as cytotoxic and anthelmintic were performed. Highlights of the synthetic route include formation of the alpha-ketoamide linkage and use of stereocontrolled reactions. Open analogs of this natural product were obtained using a convergent strategy. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.040

文献信息

• Preparation and biological evaluation of key fragments and open analogs of scleritodermin A
  作者：Diver Sellanes、Francisco Campot、Ivana Núñez、Gerardo Lin、Pablo Espósito、Sylvia Dematteis、Jenny Saldaña、Laura Domínguez、Eduardo Manta、Gloria Serra

  DOI：10.1016/j.tet.2010.05.040

  日期：2010.7

  The synthesis of key fragments of scleritodermin A. their assembly, and their biological evaluation as cytotoxic and anthelmintic were performed. Highlights of the synthetic route include formation of the alpha-ketoamide linkage and use of stereocontrolled reactions. Open analogs of this natural product were obtained using a convergent strategy. (C) 2010 Elsevier Ltd. All rights reserved.