N-苄基-N-甲基氨基甲酸苄酯 | 81616-15-1

• 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-苄基-N-甲基氨基甲酸苄酯
• 英文名称: N-benzyl-N-methylcarbamic acid benzyl ester
• 英文别名: benzyl N-benzyl-N-methylcarbamate；benzyl benzyl(methyl)carbamate；N-(benzyloxycarbonyl)-N-methylbenzylamine
• CAS: 81616-15-1
• 化学式: C₁₆H₁₇NO₂
• mdl: MFCD32716923
• 分子量: 255.316
• InChiKey: IWYVLINLUWHZED-UHFFFAOYSA-N

物化性质

• 沸点：
  387.5±22.0 °C(Predicted)
• 密度：
  1.126±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.187
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-苄基-N-甲基氨基甲酸苄酯 在 lithium hydroxide 、 [Rh₂(S-DOSP)4] 作用下， 以 四氢呋喃 为溶剂， 生成 (2S)-3-[benzyl(phenylmethoxycarbonyl)amino]-2-phenylpropanoic acid
  参考文献：
  名称：

  Catalytic Enantioselective Synthesis of β2-Amino Acids This work was supported by the National Science Foundation (CHE 0092490) and the National Institutes of Health (GM57425).

  摘要：

  DOI：

  10.1002/1521-3773(20020617)41:12<2197::aid-anie2197>3.0.co;2-n
• 作为产物：
  描述：

  氯甲酸苄酯 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 37.0h， 生成 N-苄基-N-甲基氨基甲酸苄酯
  参考文献：
  名称：

  Studies on Development of Sufficiently Chemoselective N-Acylation Reagents: N-Acyl-N-(2,3,4,5,6-pentafluorophenyl)methanesulfonamides

  摘要：

  A variety of storable N-acyl-N-(2,3,4,5,6-pentafluorophenyl)met (4a-e) prepared from N-2,3,4,5,6-pentafluorophenylmethanesulfonamide (3), have been developed after systematic research on the structure-reactivity relationship and were found to serve as N-acylation reagents exhibiting sufficiently good chemoselectivity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00549-4

文献信息

• Alkyl 1-Chloroalkyl Carbonates: Reagents for the Synthesis of Carbamates and Protection of Amino Groups
  作者：Gérard Barcelo、Jean-Pierre Senet、Gérard Sennyey、Jean Bensoam、Albert Loffet

  DOI：10.1055/s-1986-31724

  日期：——

  The synthesis of 1-chloroalkyl carbonates and their reaction with various type of amines are described. This reaction is useful for the synthesis of carbamate pesticides and for the protection of various amino groups, including amino acids.

  描述了1-氯代烷基碳酸酯的合成及其与各种类型胺的反应。这一反应对于合成氨基甲酸酯类农药和保护包括氨基酸在内的各种氨基团具有重要作用。
• [EN] PROTEIN AND PEPTIDE-FREE SYNTHETIC VACCINES AGAINST STREPTOCOCCUS PNEUMONIAE TYPE 3<br/>[FR] VACCINS SYNTHÉTIQUES SANS PROTÉINE ET SANS PEPTIDE CONTRE LE STREPTOCOCCUS PNEUMONIAE DE TYPE 3
  申请人：MAX PLANCK GES ZUR FÖRDERUNG DER WISSENSCHAFTEN E V

  公开号：WO2015040140A1

  公开（公告）日：2015-03-26

  The present invention provides a protein- and peptide-free conjugate comprising a synthetic carbohydrate and a carrier molecule, wherein the synthetic carbohydrate is a Streptococcus pneumoniae type 3 capsular polysaccharide related carbohydrate and the carrier molecule is a glycosphingolipid. Said conjugate and pharmaceutical composition thereof are useful for immunization against diseases associated with Streptococcus pneumoniae, and more specifically against diseases associated with Streptococcus pneumoniae type 3.

  本发明提供了一种不含蛋白质和多肽的缀合物，该缀合物包括一种合成碳水化合物和一个载体分子，其中合成碳水化合物是与肺炎链球菌3型荚膜多糖相关的碳水化合物，载体分子是一种糖鞘脂。所述缀合物及其药物组合物可用于免疫预防与肺炎链球菌相关的疾病，特别是与肺炎链球菌3型相关的疾病。
• Chemoselective alkoxycarbonylation reagent having trifluoromethylsulfonyl-4-trifluoromethylanilide as a leaving group †
  作者：Tomohisa Yasuhara、Yasuo Nagaoka、Kiyoshi Tomioka

  DOI：10.1039/a905561d

  日期：——

  N-Benzyloxy- and N-tert-butoxycarbonyltrifluoromethylsulfonyl-4-trifluoromethylanilides were prepared and were found to be chemoselective and shelf-storable alkoxycarbonylation reagents.

  合成了N-苄氧基和N-叔丁氧基羧基三氟甲基磺酰基-4-三氟甲基苯胺，发现它们是化学选择性和储存稳定的醇氧基羧基化试剂。
• A mild and efficient chemoselective <i>N</i>-benzyloxycarbonylation of amines using TBAB as a catalyst under solvent-free conditions
  作者：Kothamasu Suresh Babu、Vidadala Rama Subba Rao、Ravu Ranga Rao、Sakhamuri Sivaram Babu、Janaswami Madhusudana Rao

  DOI：10.1139/v08-169

  日期：2009.2

  We describe a mild and efficient method for the chemoselective N-benzyloxycarbonylation of amines by treatment of amines and aminoesters with benzyloxycarbonyl chloride (Cbz-Cl) in the presence of TBAB under solvent-free conditions in excellent yields. The method is general for the preparation of a wide variety of N-Cbz derivatives of aliphatic, aromatic amines, and aminoesters.

  我们介绍了一种温和、高效的胺化学选择性 N-苄氧羰基化方法，该方法是在无溶剂条件下，在 TBAB 存在下，用苄氧羰酰氯（Cbz-Cl）处理胺和氨基酯，收率极高。该方法适用于制备脂肪族胺、芳香族胺和氨基酯的各种 N-Cbz 衍生物。
• Aqueous phase mono-protection of amines and amino acids as N-benzyloxycarbonyl derivatives in the presence of β-cyclodextrin
  作者：V. Pavan Kumar、M. Somi Reddy、M. Narender、K. Surendra、Y.V.D. Nageswar、K. Rama Rao

  DOI：10.1016/j.tetlet.2006.06.162

  日期：2006.9

  A simple and selective protection of amines/amino acids with Cbz-Cl has been achieved in aqueous phase with catalytic amounts of β-cyclodextrin in high yields at room temperature. This reaction proceeds without the formation of any by-products and has advantages over existing methods.

  在水相中，在室温下以高收率催化量的β-环糊精可以简单，选择性地用Cbz-Cl保护胺/氨基酸。该反应进行而没有任何副产物的形成，并且与现有方法相比具有优势。