N-[4-(苄氧基)-3-甲氧基苯乙基]-2-[3-(苄氧基)-4-甲氧苯基]乙酰胺 | 1699-40-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-[4-(苄氧基)-3-甲氧基苯乙基]-2-[3-(苄氧基)-4-甲氧苯基]乙酰胺
• 英文名称: (3-benzyloxy-4-methoxy-phenyl)-acetic acid-(4-benzyloxy-3-methoxy-phenethylamide)
• 英文别名: (3-Benzyloxy-4-methoxy-phenyl)-essigsaeure-(4-benzyloxy-3-methoxy-phenaethylamid)；N-<3-Methoxy-4-benzyloxy-phenaethyl>-2-<3-benzyloxy-4-methoxy-phenaethyl>-acetamid；N-<3-Methoxy-4-benzyloxyphenethyl>-2-<3-benzyloxy-4-methoxyphenyl>-acetamid；3-Benzyloxy-N-(4-benzyloxy-3-methoxy-phenaethyl)-4-methoxy-phenylacetamid；N-(4-Benzyloxy-3-methoxy-phenylethyl)-3-benzyloxy-4-methoxyphenylacetamid；3-Benzyloxy-N-(4-benzyloxy-3-methoxy-phenethyl)-4-methoxy-phenylacetamid；N-[4-(Benzyloxy)-3-Methoxyphenethyl]-2-[3-(benzyloxy)-4-Methoxyphenyl]acetaMide；2-(4-methoxy-3-phenylmethoxyphenyl)-N-[2-(3-methoxy-4-phenylmethoxyphenyl)ethyl]acetamide
• CAS: 1699-40-7
• 化学式: C₃₂H₃₃NO₅
• 分子量: 511.618
• InChiKey: KLWHDTDRLRBMKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  38
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[4-(苄氧基)-3-甲氧基苯乙基]-2-[3-(苄氧基)-4-甲氧苯基]乙酰胺 在 三氯氧磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以92%的产率得到7-benzyloxy-1-(3-benzyloxy-4-methoxy-benzyl)-6-methoxy-3,4-dihydro-isoquinoline
  参考文献：
  名称：

  Total Synthesis of Natural and Unnatural Lamellarins with Saturated and Unsaturated D-Rings

  摘要：

  Twenty-eight natural and unnatural lamellarins with either a saturated or an unsaturated D-ring were synthesized according to our developed synthetic route. The key step involved the Michael addition/ring closure (Mi-RC) of the benzyldihydroisoquinoline and alpha-nitrocinnamate derivatives, which provided the 2-carboethoxypyrrole intermediates in moderate to good yields (up to 78% yield). Subsequent hydrogenolysis/lactonization furnished lamellarins with a saturated D-ring in excellent yields (up to 93% yield). DDQ oxidation of the saturated lamellarin acetates led directly to the corresponding unsaturated analogues in 54-95% yield. In addition, only two steps in our developed strategy require column chromatography.

  DOI：

  10.1021/jo061810h
• 作为产物：
  描述：

  (3-苄氧基-4-甲氧基-苯基)乙酸 在 草酰氯 、 sodium carbonate 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 4.0h， 生成 N-[4-(苄氧基)-3-甲氧基苯乙基]-2-[3-(苄氧基)-4-甲氧苯基]乙酰胺
  参考文献：
  名称：

  Total Synthesis of Natural and Unnatural Lamellarins with Saturated and Unsaturated D-Rings

  摘要：

  Twenty-eight natural and unnatural lamellarins with either a saturated or an unsaturated D-ring were synthesized according to our developed synthetic route. The key step involved the Michael addition/ring closure (Mi-RC) of the benzyldihydroisoquinoline and alpha-nitrocinnamate derivatives, which provided the 2-carboethoxypyrrole intermediates in moderate to good yields (up to 78% yield). Subsequent hydrogenolysis/lactonization furnished lamellarins with a saturated D-ring in excellent yields (up to 93% yield). DDQ oxidation of the saturated lamellarin acetates led directly to the corresponding unsaturated analogues in 54-95% yield. In addition, only two steps in our developed strategy require column chromatography.

  DOI：

  10.1021/jo061810h

文献信息

• 669. Synthesis and oxidation of some 1-benzylisoquinoline derivatives
  作者：I. Baxter、L. T. Allan、G. A. Swan

  DOI：10.1039/jr9650003645

  日期：——
• Ruthenium-catalyzed amidation of nitriles with amines. A novel, facile route to amides and polyamides
  作者：Shunichi. Murahashi、Takeshi. Naota、Eiichiro. Saito

  DOI：10.1021/ja00284a066

  日期：1986.11
• Gopinath et al., Chemische Berichte, 1959, vol. 92, p. 1657,1660
  作者：Gopinath et al.

  DOI：——

  日期：——
• MURAHASHI SHUN-ICHI; NAOTA TAKESHI; SAITO EIICHIRO, J. AMER. CHEM. SOC., 108,(1986) N 24, 7846-7847
  作者：MURAHASHI SHUN-ICHI、 NAOTA TAKESHI、 SAITO EIICHIRO

  DOI：——

  日期：——
• PEPTIDOMIMETIC MODULATORS OF CELL ADHESION
  申请人：Gour J. Barbara

  公开号：US20080081831A1

  公开（公告）日：2008-04-03

  Peptidomimetics of cyclic peptides, and compositions comprising such peptidomimetics are provided. The peptidomimetics have a three-dimensional structure that is substantially similar to a three-dimensional structure of a cyclic peptide that comprises a cadherin cell adhesion recognition sequence HAV. Methods for using such peptidomimetics for modulating cadherin-mediated cell adhesion in a variety of contexts are also provided.