n-octyl D-glucofuranoside | 220080-80-8

• 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: n-octyl D-glucofuranoside
• 英文别名: octyl D-glucofuranoside；1-octyl-D-glucofuranoside；Caprylyl-D-glucofuranoside；(2R,3R,4R)-2-[(1R)-1,2-dihydroxyethyl]-5-octoxyoxolane-3,4-diol
• CAS: 220080-80-8
• 化学式: C₁₄H₂₈O₆
• 分子量: 292.373
• InChiKey: VZLNXIZRQPJOEU-GNMOMJPPSA-N

物化性质

• 沸点：
  487.063±45.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.187±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  n-octyl D-glucofuranoside 在 硫酸 、 sodium hydride 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.67h， 生成 2,3,5,6-tetra-O-benzyl-α-D-glucofuranose
  参考文献：
  名称：

  Stereoselective Synthesis of α-C-Substituted 1,4-Dideoxy-1,4-imino-d-galactitols. Toward Original UDP-Galf Mimics via Cross-Metathesis

  摘要：

  Various alpha-C-substituted 1,4-dideoxy-1,4-imino-D-galactitols were prepared efficiently from 1-O-acetyl-2,3,5,6-tetra-O-benzyl-D-glucofuranose by a four-step sequence involving as the key step the highly syn-selective TMSOTf-catalyzed addition of silylated nucleophiles to a glycofuranosylamine. Cross-metathesis of the alpha-C-allylated iminogalactofuranose derivative with an original uridin-5'-yl vinylphosphonate led to novel UDP-galactofuranose mimics. Such compounds are of interest as potential inhibitors of the mycobacterial galactan biosynthesis pathway.

  DOI：

  10.1021/ol053078z
• 作为产物：
  描述：

  辛醇 、 葡萄糖 在 三氯化铁 作用下， 以 1,4-二氧六环 为溶剂， 反应 16.0h， 以65%的产率得到n-octyl D-glucofuranoside
  参考文献：
  名称：

  Stereoselective Synthesis of α-C-Substituted 1,4-Dideoxy-1,4-imino-d-galactitols. Toward Original UDP-Galf Mimics via Cross-Metathesis

  摘要：

  Various alpha-C-substituted 1,4-dideoxy-1,4-imino-D-galactitols were prepared efficiently from 1-O-acetyl-2,3,5,6-tetra-O-benzyl-D-glucofuranose by a four-step sequence involving as the key step the highly syn-selective TMSOTf-catalyzed addition of silylated nucleophiles to a glycofuranosylamine. Cross-metathesis of the alpha-C-allylated iminogalactofuranose derivative with an original uridin-5'-yl vinylphosphonate led to novel UDP-galactofuranose mimics. Such compounds are of interest as potential inhibitors of the mycobacterial galactan biosynthesis pathway.

  DOI：

  10.1021/ol053078z

文献信息

• Transformation of Cellulose into Biodegradable Alkyl Glycosides by Following Two Different Chemical Routes
  作者：Nicolas Villandier、Avelino Corma

  DOI：10.1002/cssc.201000371

  日期：2011.4.18

  cellulose into long‐chain alkyl glycoside surfactants has been carried out following two different routes: (1) Direct transformation of cellulose to butyl‐, hexyl‐, octyl‐, decyl‐ and dodecyl‐α,β‐glycosides in an ionic liquid media and Amberlyst‐15Dry as catalysts, with mass yield of up to 82 %; and (2) two steps reaction with transformation of cellulose into methyl glucosides, with a procedure described

  纤维素向长链烷基糖苷表面活性剂的转化已通过以下两种不同的途径进行：（1）纤维素在离子性离子中直接转化为丁基，己基，辛基，癸基和十二烷基-β-糖苷。液体介质和Amberlyst-15Dry作为催化剂，质量产率高达82％；（2）两步反应，按照Zhang等人的描述，将纤维素转化为甲基葡糖苷，然后在Amberlyst-15Dry存在下，用1-辛醇和1-癸醇进行缩醛化。使用1-辛醇对纤维素进行直接转化的动力学研究表明，在费歇尔糖苷化过程中，纤维素的解聚反应仍在继续。由于醇的亲脂性的增加（其减少了与碳水化合物的接触），增加了醇的链长会降低总体反应速率。最后，测试了几种酸催化剂，使用Amberlyst-15Dry获得了最佳结果。
• Non-sweating lipsticks
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP0950392A1

  公开（公告）日：1999-10-20

  The present invention relates to lipstick compositions which comprise wax, emollient and a gelling agent wherein the inclusion of the gelling agent facilitates the retention of emollient oils particularly under high humidity and temperatures. Lipsticks of the present invention contain moisturizers which may be delivered to the lips in a non-polar/lipophilic medium in a thermodynamically stable way by using associated structures. A method of making the lipstick is also disclosed.

  本发明涉及由蜡、润肤剂和胶凝剂组成的口红组合物，其中胶凝剂的加入有助于润肤油的保留，尤其是在高湿度和高温条件下。本发明的口红含有保湿剂，可通过使用相关结构以热力学稳定的方式在非极性/亲脂介质中将保湿剂输送到嘴唇上。本发明还公开了一种制作口红的方法。
• D'émulsion huile-dans-eau contenant un copolymère siliconé et utilisations cosmétiques
  申请人：L'OREAL

  公开号：EP1304098A1

  公开（公告）日：2003-04-23

  La présente demande se rapporte à une composition sous forme d'émulsion huile-dans-eau, comprenant dans un milieu physiologiquement acceptable, une phase huileuse dispersée dans une phase aqueuse, la dite phase aqueuse comprenant des particules d'un copolymère siliconé non réticulé et au moins un tensioactif amphiphile susceptible de former des cristaux liquides. La composition obtenue a une très bonne stabilité, quelle que soit la teneur en phase huileuse et même en absence d'agent gélifiant. L'invention se rapporte aussi à l'utilisation de la dite composition dans les domaines cosmétique et dermatologique, notamment pour le soin, le traitement ou le nettoyage de la peau, des lèvres et/ou des cheveux.

  本申请涉及一种水包油乳液形式的组合物，该组合物在生理上可接受的介质中包括分散在水相中的油相，所述水相包括非交联硅氧烷共聚物颗粒和至少一种能够形成液晶的两性表面活性剂。 无论油相含量如何，甚至在没有胶凝剂的情况下，所获得的组合物都具有非常好的稳定性。 本发明还涉及上述组合物在化妆品和皮肤学领域的用途，特别是用于皮肤、嘴唇和/或头发的护理、治疗或清洁。
• Personal care compositions that deposit sunless tanning benefit agents
  申请人：Stella Qing

  公开号：US20050238595A1

  公开（公告）日：2005-10-27

  A personal care composition that comprises a sunless tanning active, a surface active, a lipid, and an aqueous phase; wherein the lipid, the sunless tanning active, and the surface active form a lipid phase; wherein the sunless tanning active and the surface active are on the surface of the lipid, within the domain of the lipid, or both on the surface and within the domain of the lipid in the lipid phase. These compositions deposit sunless tanning actives on keratinous surfaces as well as provide improved skin moisturization, appearance, aesthetics and skin feel during and/or after application. The present invention is further directed to a method of using the personal care composition.

  一种个人护理组合物，它包括防晒鞣活性物质、表面活性物质、脂质和水相；其中脂质、防晒鞣活性物质和表面活性物质形成脂质相；防晒鞣活性物质和表面活性物质位于脂质的表面、脂质的领域内，或同时位于脂质相中脂质的表面和领域内。这些组合物可将防晒美黑活性成分沉积在角质表面，并在使用过程中和/或使用后改善皮肤保湿、外观、美感和肤感。本发明进一步涉及个人护理组合物的使用方法。
• Personal care compositions that deposit hydrophilic benefit agents
  申请人：Stella Qing

  公开号：US20050238680A1

  公开（公告）日：2005-10-27

  A personal care composition comprising a hydrophilic liquid, a structurant for said hydrophilic liquid, a surface active, a lipid, and an aqueous phase; wherein said lipid, said hydrophilic liquid, said structurant, and said surface active form a lipid phase; wherein said hydrophilic liquid, said structurant, and said surface active are connected to said lipid in said lipid phase. These compositions provide improved skin and/or hair moisturization, appearance, aesthetics and skin and/or hair conditioning during and/or after application, and are useful in providing improved deposition to the desired area of the skin and/or hair. The present invention is further directed to a method of using the personal care composition.

  一种个人护理组合物，包括亲水性液体、用于所述亲水性液体的结构剂、表面活性物质、脂质和水相；其中所述脂质、所述亲水性液体、所述结构剂和所述表面活性物质形成脂质相；所述亲水性液体、所述结构剂和所述表面活性物质在所述脂质相中与所述脂质相连。这些组合物在使用过程中和/或使用后可改善皮肤和/或头发的保湿、外观、美感以及皮肤和/或头发的调理，并有助于改善皮肤和/或头发所需部位的沉积。本发明进一步涉及个人护理组合物的使用方法。