N-benzyl-2-(benzyloxy)acetamide | 19348-63-1

• 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: N-benzyl-2-(benzyloxy)acetamide
• 英文别名: Benzyloxy-essigsaeure-benzylamid；benzyloxy-acetic acid benzylamide；N-benzyl-2-phenylmethoxyacetamide
• CAS: 19348-63-1
• 化学式: C₁₆H₁₇NO₂
• mdl: MFCD01489516
• 分子量: 255.316
• InChiKey: DTNLAKYMVZXFSV-UHFFFAOYSA-N

物化性质

• 熔点：
  74-75 °C(Solv: ethanol (64-17-5))
• 沸点：
  100-103 °C(Press: 1 Torr)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.187
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzyl-2-(benzyloxy)acetamide 在 1,3-丙二醇 氢气 作用下， 以 甲醇 为溶剂， 生成 N-苄基-2-羟基乙酰胺
  参考文献：
  名称：

  Kazmierczak,R.; Kupryszewski,G., Roczniki Chemii, 1968, vol. 42, # 1, p. 57 - 68

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苄氧基乙醇 、 苄胺 在 吡啶 、 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 N,N-diisopropylimidazolium bromide 作用下， 以93%的产率得到N-benzyl-2-(benzyloxy)acetamide
  参考文献：
  名称：

  Selective Catalytic sp³ C–O Bond Cleavage with C–N Bond Formation in 3-Alkoxy-1-propanols

  摘要：

  The ruthenium catalyzed selective sp(3) C-O cleavage with amide formation was reported in reactions of 3-alkoxy-1-propanol derivatives and amines. The cleavage only occurs at the C3-O position even with 3-benzyloxy-1-propanol. Based on the experimental results, O-bound and C-bound Ru enolate complexes were proposed as key intermediates for the unique selective sp(3) C-O bond cleavage in 3-alkoxy-1-propanols.

  DOI：

  10.1021/ol3009842

文献信息

• Practical synthesis of tetrazoles from amides and phosphorazidates in the presence of aromatic bases
  作者：Kotaro Ishihara、Kazuki Ishihara、Yota Tanaka、Takayuki Shioiri、Masato Matsugi

  DOI：10.1016/j.tet.2022.132642

  日期：2022.2

  Tetrazoles were effectively synthesized from amides using diphenyl phosphorazidate or bis(p-nitrophenyl) phosphorazidate in the presence of aromatic bases. Various amides underwent the proposed cycloaddition reaction to provide the corresponding tetrazoles. Studies on the racemization of chiral substrates were also performed. Overall, the proposed synthesis method enables the preparation of 1,5-disubstituted

  在芳族碱的存在下，使用叠氮化磷酸二苯酯或双（对硝基苯基）叠氮化磷酸酯由酰胺有效地合成了四唑。各种酰胺经历了所提出的环加成反应以提供相应的四唑。还进行了手性底物外消旋化的研究。总体而言，所提出的合成方法能够在不使用有毒或爆炸性试剂的情况下制备 1,5-二取代和 1-取代四唑和 5-取代 1 H-四唑。
• Oxyacetamide compounds useful for stimulating or inducing the growth and/or retarding the loss of keratin fibers
  申请人：Rozot Roger

  公开号：US20070092467A1

  公开（公告）日：2007-04-26

  Oxyacetamide compounds that are inhibitors of type-1 15-hydroxyprostaglandin dehydrogenase (15-PGDH) and which have the formula (I), or salts and/or solvates thereof: are useful for inducing and/or stimulating the growth of human keratin fibers, e.g., human head hair and/or eyelashes, and/or for retarding the loss and/or increasing the density thereof and/or for caring for and/or making up such keratin fibers.

  氧乙酰胺类化合物是类型1 15-羟基前列腺素脱氢酶（15-PGDH）的抑制剂，其化学式为（I），或其盐和/或溶剂，可用于诱导和/或刺激人类角蛋白纤维（例如，人类头发和/或睫毛）的生长，或减缓其脱落和/或增加密度和/或护理和/或美化这些角蛋白纤维。
• Kraemer, Bernd; Franz, Thomas; Picasso, Sylviane, Synlett, 1997, # 3, p. 295 - 297
  作者：Kraemer, Bernd、Franz, Thomas、Picasso, Sylviane、Pruschek, Petra、Jaeger, Volker

  DOI：——

  日期：——
• Nu-substituted oxyacetamide compounds and insect control compositions
  申请人：LOWELL B KILGORE

  公开号：US02484295A1

  公开（公告）日：1949-10-11
• Administration of 2-oxyacetamide compounds for promoting and/or inducing and/or stimulating the pigmentation of keratin materials and/or for limiting the depigmentation and/or bleaching thereof
  申请人：Rozot Roger

  公开号：US20080166310A1

  公开（公告）日：2008-07-10

  A regime or regimen for promoting and/or inducing and/or stimulating the pigmentation of keratin materials and/or for preventing and/or limiting the depigmentation and/or bleaching and/or for preventing and/or limiting the canities thereof, more particularly of human keratin fibers such as the hair, beard hair, moustache hair, the eyelashes and the eyebrows, includes administering to an individual in need of such treatment at least one 2-oxyacetamide compound of formula (I), or a salt and/or solvate thereof: