n-decyl-α-D-xylopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: n-decyl-α-D-xylopyranoside
• 英文别名: 1-decyl α-D-xylopyranoside；(2S,3R,4S,5R)-2-decoxyoxane-3,4,5-triol
• 化学式: C₁₅H₃₀O₅
• 分子量: 290.4
• InChiKey: MQBINCZBFIJILB-BARDWOONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 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：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Decyl 2,3,4-Tri-O-acetyl-α-D-xylopyranoside 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 n-decyl-α-D-xylopyranoside
  参考文献：
  名称：

  Konstantinovic; Petrovic; Spasojevic, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2001, vol. 40, # 7, p. 614 - 618

  摘要：

  DOI：

文献信息

• ANTI-DANDRUFF SUGARS
  申请人：L'OREAL

  公开号：US20150250698A1

  公开（公告）日：2015-09-10

  The invention relates to the cosmetic use of at least one compounds according to the following formula (I), as an anti-dandruff agent or for preventing and/or treating scalp dandruff: where “sugar” denotes a monosaccharide residue chosen from rhamnose, xylose, fucose, mannose, lyxose, and arabinose; where R, substituting the anomeric oxygen in the sugar (represented by “O” in formula (I)), denotes a radical comprising 6 to 38 carbon atoms chosen from: —a linear or branched, saturated alkyl radical; —a linear or branched, alkenyl radical; said linear or branched saturated alkyl radical being optionally substituted by at least one OH and/or NH2 function; —if “sugar” denotes a mannose residue, R denotes a linear C6-C38 alkyl radical, substituted by at least one OH function or an NH2 function; and the salts and solvates and/or optical isomers thereof, alone or in a mixture, particularly racemic forms. The invention also relates to compounds according to formula (I), and cosmetic compositions containing same.

  本发明涉及至少一种根据以下公式（I）的化合物的化妆品用途，作为抗屑剂或用于预防/治疗头皮屑：其中“糖”表示一个单糖残基，选自鼠李糖、木糖、岩藻糖、甘露糖、来苏糖和阿拉伯糖；其中R代表糖（由公式（I）中的“O”表示）的异构氧上的一个基团，该基团包含6至38个碳原子，选自以下几种：—线性或支链的饱和烷基；—线性或支链的烯丙基；所述的线性或支链的饱和烷基可选择性地被至少一个OH和/或NH2功能基团取代；—如果“糖”表示一个甘露糖残基，R表示一个线性的C6-C38烷基，被至少一个OH功能或NH2功能取代；以及所述化合物的盐、溶剂化物和/或光学异构体，单独或混合使用，尤其是外消旋形式。本发明还涉及根据公式（I）的化合物，以及含有该化合物的化妆品组合物。
• Surfactants of biological origin: The role of Mo(VI) and microwaves in the synthesis of xylan-based non-ionic surfactants
  作者：Zuzana Hricovíniová

  DOI：10.1016/j.carbpol.2016.02.070

  日期：2016.6

  glycosylation of unprotected d-xylose and d-lyxose, obtained after tandem Mo(VI)-catalyzed xylan hydrolysis-epimerization reaction, provides alkyl xylosides and lyxosides in short reaction times. A homologous series of amphiphilic alkyl pentosides varying in chain structure (C8-C14) was prepared in very good yields (38-73%). A new catalytic approach using the reusable heterogeneous PMoA/SiO2 catalyst provides

  微波辅助的磷钼酸（PMoA）催化的，未经保护的d-木糖和d-木糖的串联糖基化反应，是在Mo（VI）催化的木聚糖水解-表观电子化反应后获得的，可在较短的反应时间内提供烷基木糖苷和lyxosides。以非常好的收率（38-73％）制备了一系列在链结构上不同的两亲烷基戊糖苷的同源序列（C8-C14）。使用可重复使用的非均相PMoA / SiO2催化剂的新催化方法在产量，环境安全性，操作简便性方面均具有优势，从而为合理利用半纤维素生物质开辟了新视野。
• Protecting-group-free O-glysosidation using p-toluenesulfonohydrazide and glycosyl chloride donors
  作者：Rohan J. Williams、Caroline E. Paul、Mark Nitz

  DOI：10.1016/j.carres.2013.08.019

  日期：2014.3

  A range of N '-glycosylsulfonohydrazides (GSHs) display good reactivity but poor stereoselectivity in protecting- group-free O-glycosidations when a moderate excess of the model acceptor n-decanol is employed. This stable, readily-accessed class of donor may be more tractable for the glycosylation of non-volatile acceptors than Fischer's glycosidation conditions. It is possible to generate unprotected glycosyl chlorides from GSHs in situ. In an effort to find conditions to improve glycosidation stereoselectivity, methanolysis of unprotected glucosyl chloride under halide-ion exchange conditions was examined. Relative to its tetra-O-benzyl analogue, this donor displays moderate, inverted stereoselectivity and a significantly faster reaction rate. (C) 2013 Elsevier Ltd. All rights reserved.
• US9833397B2
  申请人：——

  公开号：US9833397B2

  公开（公告）日：2017-12-05
• [EN] ANTI-DANDRUFF SUGARS<br/>[FR] SUCRES ANTIPELLICULAIRES
  申请人：OREAL

  公开号：WO2014044779A2

  公开（公告）日：2014-03-27

  The invention relates to the cosmetic use of at least one compounds according to the following formula (I), as an anti-dandruff agent or for preventing and/or treating scalp dandruff: where "sugar" denotes a monosaccharide residue chosen from rhamnose, xylose, fucose, mannose, lyxose, and arabinose; where R, substituting the anomeric oxygen in the sugar (represented by "O" in formula (I)), denotes a radical comprising 6 to 38 carbon atoms chosen from: - a linear or branched, saturated alkyl radical; - a linear or branched, alkenyl radical; said linear or branched saturated alkyl radical being optionally substituted by at least one OH and/or NH2 function; - if "sugar" denotes a mannose residue, R denotes a linear C6-C38 alkyl radical, substituted by at least one OH function or an NH2 function; and the salts and solvates and/or optical isomers thereof, alone or in a mixture, particularly racemic forms. The invention also relates to compounds according to formula (I), and cosmetic compositions containing same.