N,N-bis-allylglycine methyl ester | 136909-71-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N-bis-allylglycine methyl ester
• 英文别名: N,N-diallylglycine methyl ester；diallyl glycine methyl ester；Diallylglycine methyl ester；methyl 2-[bis(prop-2-enyl)amino]acetate
• CAS: 136909-71-2
• 化学式: C₉H₁₅NO₂
• mdl: MFCD16661905
• 分子量: 169.224
• InChiKey: TVBZPRWGMSZXGY-UHFFFAOYSA-N

物化性质

• 沸点：
  93-94 °C(Press: 15 Torr)
• 密度：
  0.950±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.444
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-bis-allylglycine methyl ester 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 ruthenium trichloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以63%的产率得到methyl 2-(1-pyrrolyl)acetate
  参考文献：
  名称：

  Pyrrole synthesis using a tandem Grubbs’ carbene–RuCl3 catalytic system

  摘要：

  A straightforward pyrrole synthesis from diallylamines is developed by using a tandem catalyst system leading to ring-closing metathesis with the second generation Grubbs' catalyst (10%) followed by dehydrogenation in the presence of RuCl3 x H2O (2%). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.10.044
• 作为产物：
  描述：

  甲醇 、 3-溴丙烯 、 聚甘氨酸 在 potassium carbonate 作用下， 以9 g的产率得到N,N-bis-allylglycine methyl ester
  参考文献：
  名称：

  Synthesis of alkyl esters of N,N-diallylglycine

  摘要：

  DOI：

  10.1007/bf00961273

文献信息

• A convenient synthesis of N-benzyloxy-.BETA.-lactams via N-benzyloxyimines.
  作者：Kiyoshi IKEDA、Kazuo ACHIWA、Minoru SEKIYA

  DOI：10.1248/cpb.37.1179

  日期：——

  N-Benzyloxy-β-lactams were prepared from N-benzyloxyimines by reaction with ketene trimethylsilyl acetals in the presence of trimethylsilyl triflate followed by cyclization, or with lithium ester enolates in one step.

  N-苄氧基-β-内酰胺是通过将N-苄氧基亚胺与亚甲酸三甲硅酯在三甲基硅基三氟甲磺酸盐存在下反应随后进行环化，或与锂酯烯醇盐一步反应制备的。
• [EN] COMPOUNDS AND COMPOSITIONS FOR INTRACELLULAR DELIVERY OF AGENTS<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR L'ADMINISTRATION INTRACELLULAIRE D'AGENTS
  申请人：MODERNATX INC

  公开号：WO2018232120A1

  公开（公告）日：2018-12-20

  The disclosure features amino lipids and compositions involving the same. Nanoparticle compositions include an amino lipid as well as additional lipids such as phospholipids, structural lipids, PEG lipids, or a combination thereof. Nanoparticle compositions further including therapeutic and/or prophylactic agents such as RNA are useful in the delivery of therapeutic and/or prophylactic agents to mammalian cells or organs to, for example, regulate polypeptide, protein, or gene expression.

  该披露涉及氨基脂质和包含氨基脂质的组合物。纳米粒子组合物包括氨基脂质以及额外的脂质，如磷脂、结构脂质、PEG脂质或二者的组合。纳米粒子组合物还包括治疗和/或预防剂，如RNA，可用于将治疗和/或预防剂传递到哺乳动物细胞或器官，例如，调节多肽、蛋白质或基因表达。
• [EN] COMPOUNDS AND COMPOSITIONS FOR INTRACELLULAR DELIVERY OF AGENTS<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR L'ADMINISTRATION INTRACELLULAIRE D'AGENTS THÉRAPEUTIQUES ET/OU PROPHYLACTIQUES
  申请人：MODERNATX INC

  公开号：WO2017112865A1

  公开（公告）日：2017-06-29

  The disclosure features amino lipids and compositions involving the same. Nanoparticle compositions include an amino lipid as well as additional lipids such as phospholipids, structural lipids, PEG lipids, or a combination thereof. Nanoparticle compositions further including therapeutic and/or prophylactic agents such as RNA are useful in the delivery of therapeutic and/or prophylactic agents to mammalian cells or organs to, for example, regulate polypeptide, protein, or gene expression.

  该披露涉及氨基脂质和相关组合物。纳米粒子组合物包括氨基脂质以及额外的脂质，如磷脂、结构脂质、PEG脂质或二者的组合。纳米粒子组合物还包括治疗和/或预防剂，如RNA，可用于将治疗和/或预防剂传递至哺乳动物细胞或器官，例如，调节多肽、蛋白质或基因表达。
• LiOH-mediated N-monoalkylation of α-amino acid esters and a dipeptide ester using activated alkyl bromides
  作者：Jong Hyun Cho、B.Moon Kim

  DOI：10.1016/s0040-4039(01)02394-2

  日期：2002.2

  Selective N-monoalkylation of α-amino esters with activated alkyl bromides was studied using various alkali or alkali earth metal bases. In the production of N-monoalkylated amino ester derivatives and suppression of N,N-dialkylation, lithium hydroxide was more effective than any other alkali or alkali earth bases examined. Using this protocol, a variety of N-alkylated α-amino esters and even dipeptide

  使用各种碱金属或碱土金属碱，研究了用活化的烷基溴对α-氨基酯的选择性N-单烷基化。在N-单烷基化氨基酯衍生物的生产和N，N-二烷基化的抑制中，氢氧化锂比任何其他所检查的碱金属或碱土金属碱更有效。使用该方案，已经使用各种活化的烷基溴成功地制备了各种N-烷基化的α-氨基酯，甚至二肽酯。
• Photochemical rearrangement of 2-(<i>N</i> -allyl-<i>N</i> -alkylamino)cyclohex-2-enones
  作者：Catherine Meyer、Jean-Pierre Pete、Olivier Piva

  DOI：10.1002/recl.19951141113

  日期：——

  Irradiation at 366 nm of 2-(N-allyl-N-alkylamino)cyclohex-2-enones led, surprisingly, to very unstable 1-azaspiro[2.5]octan-4-ones rather than to the expected [2 + 2] intramolecular photo-cycloaddition. The corresponding alcohols could be isolated in good yield by reduction of the crude reaction mixture. When the reaction was carried out in a mixture of acetone/D2O (9/1), incorporation of one deuterium

  令人惊讶地，在366 nm处照射2-（N-烯丙基-N-烷基氨基）环己基-2-烯酮导致非常不稳定的1-azaspiro [2.5] octan-4-ones而不是预期的[2 + 2]分子内光环加成。通过还原粗反应混合物，可以高收率分离出相应的醇。当反应在丙酮/ D 2 O（9/1）的混合物中进行时，观察到掺入了一个氘原子。拟议的机制涉及在第一步中进行分子内γ-H提取，然后对7-氮杂双环[4.2.0] octan-1-ol中间体进行分子重排。