6-(5-羧基戊基氨基)己酸 | 100247-99-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 6-(5-羧基戊基氨基)己酸
• 英文名称: 6,6'-imino-di-hexanoic acid
• 英文别名: Bis-(5-carboxy-pentyl)-amin；6,6'-Imino-di-hexansaeure；6,6'-Azanediyldihexanoic acid；6-(5-carboxypentylamino)hexanoic acid
• CAS: 100247-99-2
• 化学式: C₁₂H₂₃NO₄
• 分子量: 245.319
• InChiKey: QUZWVOITJYYXLZ-UHFFFAOYSA-N

物化性质

• 熔点：
  211 °C
• 沸点：
  443.1±30.0 °C(Predicted)
• 密度：
  1.091±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  17
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(5-羧基戊基氨基)己酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 1,4-二氧六环 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 66.0h， 生成 (2,5-Dioxopyrrolidin-1-yl) 6-[[6-(2,5-dioxopyrrolidin-1-yl)oxy-6-oxohexyl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]hexanoate
  参考文献：
  名称：

  Hydrophobicity versus activity in crosslinked interfacial peptide inhibitors of HIV-1 protease

  摘要：

  Crosslinked peptides with amino functionality incorporated within the tethering moiety 2a-c, 3a-c were synthesized and tested as interfacial inhibitors of HIV-1 protease. As part of a strategy to develop the novel method of dissociative inhibition as a viable pharmacological approach, compounds were made to test hydrophobicity and size requirements of the tethering moiety. In the case of crosslinked interfacial peptide inhibitors of HIV-1 protease, hydrophilic 2a-c and bulky hydrophobic 3a-c tethers decreased effectiveness by approximately 10- and 2-fold, respectively. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00572-7
• 作为产物：
  描述：

  6-溴己酸乙酯 在 sodium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 6-(5-羧基戊基氨基)己酸
  参考文献：
  名称：

  Hydrophobicity versus activity in crosslinked interfacial peptide inhibitors of HIV-1 protease

  摘要：

  Crosslinked peptides with amino functionality incorporated within the tethering moiety 2a-c, 3a-c were synthesized and tested as interfacial inhibitors of HIV-1 protease. As part of a strategy to develop the novel method of dissociative inhibition as a viable pharmacological approach, compounds were made to test hydrophobicity and size requirements of the tethering moiety. In the case of crosslinked interfacial peptide inhibitors of HIV-1 protease, hydrophilic 2a-c and bulky hydrophobic 3a-c tethers decreased effectiveness by approximately 10- and 2-fold, respectively. (C) 1997 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00572-7

文献信息

• [EN] PRODUCTION OF 6-AMINOCAPROIC ACID<br/>[FR] PRODUCTION D'ACIDE 6-AMINOCAPROIQUE
  申请人：DU PONT

  公开号：WO2002040440A1

  公开（公告）日：2002-05-23

  A process for making 6-aminocaproic acid by hydroformylating 3-pentenenitrile to produce 3-, 4-, and 5-formylvaleronitrile (FVN mixture), oxidizing the FVN mixture to produce 3-, 4-, and 5-cyanovaleric acid; hydrogenating the resulting product to produce 6-aminocaproic acid, 5-amino-4-methylvaleric acid, and 4-amino-3-ethylbutyric acid; and isolating 6-aminocaproic acid from the reaction product. The resulting 6-aminocaproic acid can be cyclized to produce caprolactam.

  一种制备6-氨基己酸的方法，包括对3-戊烯腈进行氢甲酰化反应，得到3-、4-和5-甲酰基戊腈（FVN混合物），将FVN混合物氧化得到3-、4-和5-氰基戊酸；将产物加氢得到6-氨基己酸、5-氨基-4-甲基戊酸和4-氨基-3-乙基丁酸；然后从反应产物中分离出6-氨基己酸。得到的6-氨基己酸可以环化生成己内酰胺。
• Process for the preparation of epsilon-caprolactam
  申请人：DSM N.V.

  公开号：EP1122241A1

  公开（公告）日：2001-08-08

  A process for the preparation of ε-caprolactam starting from 6-aminocaproic acid, 6-aminocaproamide, 6-aminocaproic ester, 6-aminocapronitrile, oligomers or polymers of these compounds or mixtures comprising at least two of these compounds, which process is performed in the presence of N-(5-carboxypentyl)-ε-caprolactam and/or derivative thereof in an amount of less than 50 wt.% and more than 0.1 wt.% (based on the total reaction mixture).

  一种以 6-氨基己酸、6-氨基己酰胺、6-氨基己酸酯、6-氨基己腈、这些化合物的低聚物或聚合物或包含至少两种这些化合物的混合物为原料制备ε-己内酰胺的工艺，该工艺在 N-(5-羧基戊基)-ε-己内酰胺和/或其衍生物存在下进行，N-(5-羧基戊基)-ε-己内酰胺和/或其衍生物的含量小于 50 wt.%和大于 0.1 wt.%（基于总反应混合物）。
• Continuous method fore producing polyamides from aminonitriles
  申请人：——

  公开号：US20040102604A1

  公开（公告）日：2004-05-27

  The continuous process for preparing a polyamide by reacting at least one aminonitrile with water comprises: (1) reacting at least one aminonitrile with water in the presence of an organic liquid diluent at from 90 to 400° C. and from 0.1 to 35×10 6 Pa in a flow tube containing a Brönsted acid catalyst selected from a beta-zeolite catalyst, a sheet-silicate catalyst or a titanium dioxide catalyst comprising from 70 to 100% by weight of anatase and from 0 to 30% by weight of rutile and in which up to 40% by weight of the titanium dioxide may be replaced by tungsten oxide, to obtain a reaction mixture, (2) further reacting the reaction mixture at from 150 to 400° C. and a pressure which is lower than the pressure in stage 1 in the presence of a Brönsted acid catalyst selected from a beta-zeolite catalyst, a sheet-silicate catalyst or a titanium dioxide catalyst comprising from 70 to 100% by weight of anatase and from 0 to 30% by weight of rutile and in which up to 40% by weight of the titanium dioxide may be replaced by tungsten oxide, the temperature and pressure being selected so as to obtain a first gas phase and a first liquid phase or a first solid phase or a mixture of first solid and first liquid phases and so that the first gas phase is separated from the first liquid phase or first solid phase or from the mixture of first liquid and first solid phases, and (3) admixing the first liquid or the first solid phase or the mixture of first liquid and first solid phases with a gaseous or liquid phase comprising water at from 150 to 370° C. and from 0.1 to 30×10 6 Pa, to obtain a product mixture.

  通过至少一种氨基腈与水反应制备聚酰胺的连续工艺包括 (1) 在有机液体稀释剂存在下，至少一种氨基腈与水在 90 至 400 摄氏度和 0.1 至 35×10 6 Pa的条件下，在装有勃朗斯特催化剂的流化管中进行反应，该催化剂选自β-沸石催化剂、片状硅酸盐催化剂或二氧化钛催化剂（其中锐钛矿的重量占70%至100%，金红石的重量占0%至30%，其中二氧化钛的重量占40%），可由氧化钨取代，以获得反应混合物、 (2) 将反应混合物在 150 至 400 摄氏度的温度下进一步反应。沸石催化剂、片状硅酸盐催化剂或二氧化钛催化剂（其中锐钛矿重量占 70%至 100%，金红石占 0%至 30%，二氧化钛中最多 40%的重量可由氧化钨取代）、选择温度和压力，以获得第一气相和第一液相或第一固相或第一固相和第一液相的混合物，并使第一气相从第一液相或第一固相或第一液相和第一固相的混合物中分离出来，以及 (3) 将第一液相或第一固相或第一液相和第一固相的混合物与包含水的气相或液相在 150 至 370 摄氏度和 0.1 至 30×10 6 Pa 的条件下，将第一种液体或第一种固相或第一种液体和第一种固相的混合物与包含水的气相或液相混合，以获得产品混合物。
• Berther, Chemische Berichte, 1959, vol. 92, p. 2616,2619
  作者：Berther

  DOI：——

  日期：——
• PRODUCTION OF 6-AMINOCAPROIC ACID
  申请人：E. I. du Pont de Nemours and Company

  公开号：EP1335897A1

  公开（公告）日：2003-08-20