2-octanoylamido-2-deoxy-D-glucopyranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-octanoylamido-2-deoxy-D-glucopyranose
• 英文别名: N-octanoylglucosamine；N-[(3R,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]octanamide
• 化学式: C₁₄H₂₇NO₆
• 分子量: 305.371
• InChiKey: DOPGJHMBFNGSTK-NKLQQJLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  119
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-octanoylamido-2-deoxy-D-glucopyranose 在 吡啶 、 羟胺 作用下， 反应 48.0h， 以43%的产率得到
  参考文献：
  名称：

  半乳糖和氨基葡萄糖两亲肟的有效合成

  摘要：

  已合成并表征了半乳糖和葡糖胺的新型两亲肟。肟官能团已被引入非离子表面活性剂的第一和第六位置，该非离子表面活性剂由糖极性头和亲脂性侧链组成。该化合物可溶于吡啶，微溶于其他极性有机溶剂和水。

  DOI：

  10.1016/j.tetlet.2012.02.086
• 作为产物：
  描述：

  D-氨基葡萄糖盐酸盐 、 辛酰氯 在 碳酸氢钠 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-octanoylamido-2-deoxy-D-glucopyranose
  参考文献：
  名称：

  Synthesis of some p-nitrophenyl 2-acylamino-2-deoxy-d-glucosides and their hydrolysis with the β-d-hexosaminidase from Hohenbuehelia serotina

  摘要：

  DOI：

  10.1016/s0008-6215(00)83565-x

文献信息

• Amphetamine Prodrugs
  申请人：Shire AG

  公开号：US20140073589A1

  公开（公告）日：2014-03-13

  The present invention relates to amphetamine prodrugs which provide colonic release of amphetamine.

  本发明涉及一种安非他命前药，其提供安非他命的结肠释放。
• Miethchen, Ralf; Faltin, Franziska, Journal fur Praktische Chemie - Chemiker-Zeitung, 1998, vol. 340, # 6, p. 544 - 550
  作者：Miethchen, Ralf、Faltin, Franziska

  DOI：——

  日期：——
• Sugar-based anionic surfactants: synthesis and micelle formation of sodium methyl 2-acylamido-2-deoxy-6-O-sulfo-d-glucopyranosides
  作者：Reinaldo C Bazito、Omar A El Seoud

  DOI：10.1016/s0008-6215(01)00077-5

  日期：2001.5

  The following sequence of reactions has been employed to synthesize the title anionic surfactants:[GRAPHICS]where R=C7H15; C11H23; and C15H31, respectively, and Py refers to pyridine. Aggregation of the surfactants synthesized (predominantly alpha anomers) in water was studied at 40 degreesC by conductivity measurements. Increasing the chain length of R decreases the critical micelle concentration (CMC) and the degree of counter-ion dissociation. The dependence of the Gibbs free energy of micellization and CMC on the length of R is similar to other ionic surfactants, but the head-group, i.e., the sulfated sugar moiety is less hydrophilic than the structurally related group -(OCH2-CH2)(2)-OSO3-Na+, most probably because of intermolecular H-bonding in the micellar pseudo-phase (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis of 2-acylamino-2-deoxy-d-glucofuranoses and their transformation into hex-2-enofuranoses
  作者：José G Fernández-Bolaños、Vı́ctor Ulgar、Inmaculada Robina、José Fuentes

  DOI：10.1016/s0008-6215(99)00225-6

  日期：1999.12

  The preparation of 2-deoxy-2-hexanamido (octanamido, decanamido, dodecanamido)-5,6-isopropylidene-D-glucofuranoses (9-12) from the corresponding O-unprotected 2-acylamino-2-deoxy-D-glucopyranoses through the bicyclic glucofurano[2,1-d]oxazolines is reported. Compounds 9-12 are transformed into 2-acylamino-2-deoxy-2-enofuranoses by treatment with Amberlite IRA-400 (OH-) resin. (C) 1999 Elsevier Science Ltd. All rights reserved.
• The efficient synthesis of amphiphilic oximes of galactose and glucosamine
  作者：Janez Mravljak、Aleš Obreza

  DOI：10.1016/j.tetlet.2012.02.086

  日期：2012.4

  New amphiphilic oximes of galactose and glucosamine have been synthesized and characterized. The oxime functionality has been introduced to the first and sixth positions of a nonionic surfactant, consisting of a sugar polar head and a lipophilic side chain. The compounds are soluble in pyridine and sparingly soluble in other polar organic solvents and water.

  已合成并表征了半乳糖和葡糖胺的新型两亲肟。肟官能团已被引入非离子表面活性剂的第一和第六位置，该非离子表面活性剂由糖极性头和亲脂性侧链组成。该化合物可溶于吡啶，微溶于其他极性有机溶剂和水。