l-Alanine, N-(anisoyl)-, methyl ester | 125700-05-2

• 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: l-Alanine, N-(anisoyl)-, methyl ester
• 英文别名: methyl 2-[(4-methoxybenzoyl)amino]propanoate
• CAS: 125700-05-2
• 化学式: C₁₂H₁₅NO₄
• mdl: MFCD00706962
• 分子量: 237.255
• InChiKey: NBJPKALADHUJAA-UHFFFAOYSA-N

物化性质

• 沸点：
  399.2±27.0 °C(Predicted)
• 密度：
  1.145±0.06 g/cm3(Predicted)
• 保留指数：
  1927;1843

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  l-Alanine, N-(anisoyl)-, methyl ester 在 五氯化磷 作用下， 生成 methyl 2-methoxy-5-(4-methoxyphenyl)furan-3-carboxylate
  参考文献：
  名称：

  Iesce, M. Rosaria; Cermola, Flavio; Graziano, M. Liliana, Journal of the Chemical Society. Perkin transactions I, 1994, # 1, p. 147 - 152

  摘要：

  DOI：
• 作为产物：
  描述：

  DL-丙氨酸甲酯盐酸盐 、 对甲氧基苯甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 l-Alanine, N-(anisoyl)-, methyl ester
  参考文献：
  名称：

  手性钴（II）配合物催化不对称形式的[3 + 2]环加成反应合成1,2,4-三唑啉

  摘要：

  通过手性N，N'-二氧化物/Co(BF4)2.6H2O络合物实现了5-烷氧基恶唑与偶氮二羧酸酯化合物的高效催化不对称形式[3 + 2]环加成反应。获得了一系列多取代的1,2,4-三唑啉化合物。

  DOI：

  10.1039/c7cc01278k

文献信息

• Indirect electrochemical α-methoxylation of -acyl and -carboalkoxy α-amino acid esters and application as cationic glycine equivalents
  作者：Klaus-Dieter Ginzel、Peter Brungs、Eberhard Steckhan

  DOI：10.1016/s0040-4020(01)80034-x

  日期：1989.1

  Indirect electrochemical methoxylation of -acyl and -carboalkoxy α-amino acid esters in α-position to nitrogen is possible, if chloride is used as mediator. The course of the reaction depends upon the protecting group as well as upon the amino acid side-chain. Increased electron withdrawing effects of the protecting group are accelerating the reaction. On the other hand aliphatic side-chains are diminishing

  如果使用氯化物作为介体，则可以在α位上将-酰基和-羰基烷氧基α-氨基酸酯间接电化学甲氧基化为氮。反应过程取决于保护基以及氨基酸侧链。保护基团的吸电子作用增强，促进了反应。另一方面，脂族侧链降低了反应性。高氯离子浓度提高了电流产量，令人惊讶地强。
• Multicyclic compounds for use as melanin concentrating hormone antagonists in the treatment of obesity and diabetes
  申请人：Ammenn Jochen

  公开号：US20050272718A1

  公开（公告）日：2005-12-08

  The present invention relates to a melanin concentrating hormone antagonist compound of formula I: (I); or a pharmaceutically acceptable salt, solvate, enantiomer or prodrug thereof useful in the treatment, prevention or amelioration of symptoms associated with obesity and related diseases.

  本发明涉及一种式 I 的黑色素浓缩激素拮抗剂化合物：(I)；或其药学上可接受的盐、溶液剂、对映体或原药，可用于治疗、预防或改善与肥胖及相关疾病有关的症状。
• Regiodivergent Enantioselective γ-Additions of Oxazolones to 2,3-Butadienoates Catalyzed by Phosphines: Synthesis of α,α-Disubstituted α-Amino Acids and <i>N</i>,<i>O</i>-Acetal Derivatives
  作者：Tianli Wang、Zhaoyuan Yu、Ding Long Hoon、Claire Yan Phee、Yu Lan、Yixin Lu

  DOI：10.1021/jacs.5b10524

  日期：2016.1.13

  Phosphine-catalyzed regiodivergent enantioselective C-2- and C-4-selective gamma-additions of oxazolones to 2,3-butadienoates have been developed. The C-4-selective gamma-addition of oxazolones occurred in a highly enantioselective manner when 2-aryl-4-alkyloxazol-5-(4H)-ones were employed as pronudeophiles. With the employment of 2-alkyl-4-aryloxazol-5-(4H)-ones as the donor, C-2-selective gamma-addition of oxazolones took place in a highly enantioselective manner. The C-4-selective adducts provided rapid access to optically enriched alpha,alpha-disubstituted alpha-amino acid derivatives, and the C-2-selective products led to facile synthesis of chiral N,O-acetals and gamma-lactols. Theoretical studies via DFT calculations suggested that the origin of the observed regioselectivity was due to the distortion energy that resulted from the interaction between the nudeophilic oxazolide and the electrophilic phosphonium intermediate.
• Probing the Efficiency of N-Heterocyclic Carbene Promoted <i>O</i>- to C-Carboxyl Transfer of Oxazolyl Carbonates
  作者：Jennifer E. Thomson、Craig D. Campbell、Carmen Concellón、Nicolas Duguet、Kathryn Rix、Alexandra M. Z. Slawin、Andrew D. Smith

  DOI：10.1021/jo702720a

  日期：2008.4.1

  Screening of a range of azolium salts, bases and solvents for reactivity indicates that triazolinylidenes, generated in situ with KHMDS in THF, promote the Steglich rearrangement of oxazolyl carbonates with high catalytic efficiency (typical reaction time 5 min at < 1.5 mol % NHC). This protocol shows wide substrate applicability, even allowing the efficient generation of vicinal quaternary centers. An improved experimental procedure is also described that allows a simplified one-pot reaction protocol to be employed with similarly high catalytic efficiency.
• GINZEL, KLAUS-DIETER;BRUNGS, PETER;STECKHAN, EBERHARD, TETRAHEDRON, 45,(1989) N, C. 1691-1701
  作者：GINZEL, KLAUS-DIETER、BRUNGS, PETER、STECKHAN, EBERHARD

  DOI：——

  日期：——