13-aminotridecanoic acid | 17437-19-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 13-aminotridecanoic acid
• 英文别名: 13-Azaniumyltridecanoate
• CAS: 17437-19-3
• 化学式: C₁₃H₂₇NO₂
• 分子量: 229.363
• InChiKey: YHNQOXAUNKFXNZ-UHFFFAOYSA-N

物化性质

• 熔点：
  177 °C (decomp)
• 沸点：
  364.4±15.0 °C(Predicted)
• 密度：
  0.950±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  13-aminotridecanoic acid 在 sodium hydroxide 、 氯化亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 Betulinic acid NH-DodecCOOH deriv.
  参考文献：
  名称：

  Betulinic Acid Derivatives:  A New Class of Specific Inhibitors of Human Immunodeficiency Virus Type 1 Entry

  摘要：

  A novel series of omega-aminoalkanoic acid derivatives of betulinic acid were synthesized and evaluated for their activity against human immunodeficiency virus (HIV). The anti-HIV-1 activity of several members of this new series was found to be in the nanomolar range in CEM 4 and MT-4 cell cultures. The optimization of the omega-aminoalkanoic acid side chain is described. The presence of an amide function within the side chain was found important for optimal activity. RPR 103611 (14g), a statine derivative, was found to be inactive against HIV-1 protease, reverse transcriptase, and integrase as well as on gp120/CD4 binding. ''Time of addition'' experiments suggested interaction with an early step of HIV-1 replication. As syncytium formation, but not virus-cell binding, seems to be affected, betulinic acid derivatives are assumed to interact with the postbinding virus-cell fusion process.

  DOI：

  10.1021/jm950669u
• 作为产物：
  描述：

  2-(syn-2-Oxo-cyclohexyliden)-1-aza-cyclooctan 在 氢氧化钾 、 sodium hydroxide 、 一水合肼 作用下， 反应 2.0h， 生成 13-aminotridecanoic acid
  参考文献：
  名称：

  合成胺酶，XIV。合成langkettigerω-Aminosäuren

  摘要：

  氨基苯甲酸酯4贝克曼-乌拉姆格朗格（Lactim-sulfonaten）3莱辛（Lactim-Ketone）6（n = 6-12）在50–79-proz中。Ausbeute gewinnen，64-90-proz。Ausbeuteω-氨基-羰基碳8 zezet。还原von 8与Hydrazinführtzu denω-氨基碳素7（83-95％Ausbeute）mit 12-18 C-原子，死于，苯丙氨酸环己酮肟1，在33-65-proz中。Gesamtausbeute堕落了。

  DOI：

  10.1002/cber.19671000929

文献信息

• METHOD FOR THE SYNTHESIS OF AN OMEGA-AMINO ACID OR ESTER STARTING FROM A MONOUNSATURATED FATTY ACID OR ESTER
  申请人：Dubois Jean-Luc

  公开号：US20110224454A1

  公开（公告）日：2011-09-15

  The invention relates to a method for the synthesis of ω-amino alkanoic acids or esters thereof starting from unsaturated natural fatty acids passing through an ω-unsaturated nitrile intermediate compound.

  该发明涉及一种从非饱和天然脂肪酸开始，通过一种ω-非饱和腈中间化合物来合成ω-氨基烷酸或其酯的方法。
• METHOD FOR SYNTHESIZING AN OMEGA-AMINO ACID OR ESTER FROM A MONOUNSATURATED FATTY ACID OR ESTER
  申请人：Couturier Jean-Luc

  公开号：US20140187808A1

  公开（公告）日：2014-07-03

  A method for synthesizing ω-amino-alkanoic acids or the esters thereof from natural unsaturated fatty acids passing through an intermediate ω-unsaturated nitrile compound. The method is simple to implement and, relative to known methods, avoids the environmental constraints and economic disadvantages resulting from the reaction by-products. The method includes synthesizing an ω-amino acid (ester) of formula R3OOC—(CH2) q —CH2NH2, in which R3 is H or an n-butyl radical and q is an integral index of between 2 and 13, from a monounsaturated fatty acid (ester) of formula (R1-CH═CH—(CH2)p-COO) xR2, in which x represents 1, 2 or 3, R1 is H or a hydrocarbon radical comprising from 4 to 11 carbon atoms and, where appropriate, a hydroxyl function, R2 is H or an alkyl radical comprising from 2 to 4 carbon atoms, and may contain one or more heteroatoms, and p is an integral index of between 2 and 11, including a reaction step of ammoniation.

  一种从天然不饱和脂肪酸通过中间体ω-不饱和腈化合物合成ω-氨基-烷酸或其酯的方法。该方法实施简单，与已知方法相比，避免了由反应副产物导致的环境限制和经济劣势。该方法包括从公式为(R1-CH═CH—(CH2)p-COO)xR2的单不饱和脂肪酸(酯)合成公式为R3OOC—(CH2)q—CH2NH2的ω-氨基酸(酯)，其中R3是H或n-丁基基团，q是2到13之间的整数指数，x代表1、2或3，R1是H或含4到11个碳原子的烃基团，适当情况下还含有羟基，R2是H或含2到4个碳原子的烷基基团，可包含一个或多个杂原子，p是2到11之间的整数指数，包括氨化反应步骤。
• [EN] MACROCYCLIC PEPTIDES USEFUL AS IMMUNOMODULATORS<br/>[FR] PEPTIDES MACROCYCLIQUES UTILES COMME IMMUNOMOLDULATEURS
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2016077518A1

  公开（公告）日：2016-05-19

  The present disclosure provides compounds which are immunomodulators and thus are useful for the amelioration of various diseases, including cancer and infectious diseases.

  本公开提供了一些免疫调节剂化合物，因此对于改善各种疾病，包括癌症和传染病，具有用处。
• SELECTIVE EXTRACTION OF AN OMEGA-FUNCTIONALIZED ACID AFTER OXIDATIVE CLEAVAGE OF AN UNSATURATED FATTY ACID AND DERIVATIVES
  申请人：ARKEMA FRANCE

  公开号：US20150299107A1

  公开（公告）日：2015-10-22

  The invention relates to a process for the selective extraction of a reaction product, derived from an oxidative cleavage of an unsaturated fatty acid or of an ester derivative or of an unsaturated nitrile derivative, said reaction product being an ω-functionalized acid from among C 6 to C 15 diacids, acid esters and acid nitriles, using as selective extraction solvent a composition comprising a mixture of water and of C 1 -C 4 carboxylic acid. The invention also relates to the use of said process and of the extraction solvent composition for the preparation of C 6 to C 15 amino acid, diacid or acid ester monomers for the preparation of polycondensation polymers, in particular polyamides.

  该发明涉及一种用于选择性提取反应产物的过程，所述反应产物源自不饱和脂肪酸或酯衍生物或不饱和腈衍生物的氧化裂解，所述反应产物为C6到C15二酸、酸酯和酸腈中的ω-官能化酸，所述选择性提取溶剂为包含水和C1-C4羧酸混合物的组合物。该发明还涉及所述过程和提取溶剂组合物的用途，用于制备C6到C15氨基酸、二酸或酸酯单体，以制备聚酰胺等聚合物，特别是聚酰胺。
• [EN] CROSS METATHESIS APPROACH TO C11-C13 FATTY-CHAIN AMINO ESTERS FORM OLEIC ACID DERIVATIVES<br/>[FR] APPROCHE DE MÉTATHÈSE CROISÉE POUR AMINOESTERS À CHAÎNE GRASSE EN C11-C13 À PARTIR DE DÉRIVÉS DE L'ACIDE OLÉIQUE
  申请人：UNIV TOLEDO

  公开号：WO2015200200A1

  公开（公告）日：2015-12-30

  A concise method of producing nylon 11, 12, or 13 precursors from oleic acid or an ester of oleic acid is described. The method involves cross-metathesis reactions as the key C-C bond formation step. Subsequent steps are provided to convert the metathesis product to the corresponding nylon precursors. Also provided are the products of the method.

  描述了一种从油酸或油酸酯制备尼龙11、12或13前体的简明方法。该方法涉及交叉烯烃酰胺反应作为关键的C-C键形成步骤。提供了将烯烃酰胺产物转化为相应尼龙前体的后续步骤。还提供了该方法的产物。