乙基 D-吡喃葡萄糖苷 | 34625-23-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 乙基 D-吡喃葡萄糖苷
• 中文别名: 乙基D-吡喃葡萄糖苷
• 英文名称: ethyl D-glucopyranoside
• 英文别名: ethyl glucoside；ethyl glucopyranoside；(3R,4S,5S,6R)-2-ethoxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 34625-23-5；30285-48-4
• 化学式: C₈H₁₆O₆
• 分子量: 208.211
• InChiKey: WYUFTYLVLQZQNH-KEWYIRBNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 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

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  乙基 D-吡喃葡萄糖苷 在 四丁基硫酸氢铵 、 对甲苯磺酸 、 sodium iodide 、 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 49.0h， 生成 ethyl 4,6-O-benzylidene-2,3-bis-O-[(2-iodoethoxy)ethyl]-α-D-glucopyranoside
  参考文献：
  名称：

  烷基α-和β-d-吡喃葡萄糖苷类手性冠醚的合成及其作为对映选择性相转移催化剂的应用

  摘要：

  已经合成了与烷基4，6 - O-亚苄基-α-和β- d-葡萄糖吡喃糖苷退火的手性单氮杂-15-皇冠-5型套索状醚。这些大环在一些两相反应中作为相转移催化剂产生了明显的不对称诱导。套索醚与甲氧基，乙氧基，以及催化效果我-丙氧基取代基上C-1在两种α和β位置上的糖单元的进行比较。在液-液两相反应中，取代基的性质和位置没有太大影响。就对映选择性而言，α-异头物比β形式更有效。在不对称的Darzens缩合中，在反式的环氧化中-查尔酮，在β-硝基苯乙烯和乙酰胺基丙二酸的迈克尔加成反应中，以及2-亚苄基-1,3-茚满二酮与溴代丙二酸二乙酯的反应中，最大对映选择性分别达到73％，94％，78％和72％在基于吡喃葡萄糖苷的套索状醚作为催化剂的情况下。

  DOI：

  10.1007/s11164-017-3189-8
• 作为产物：
  描述：

  葡萄糖 在 calcium hydroxide 、 硫酸 作用下， 生成 乙基 D-吡喃葡萄糖苷
  参考文献：
  名称：

  Bio-based Surfactants

  摘要：

  Bio-based surfactants have great opportunity for use in a variety of applications such as laundry detergents, industrial cleaners, adjuvants, and oil & gas. Surfactants in these applications can be nonionic, anionic, cationic, or amphoteric. Utilizing high oleic soybean oil as a platform chemical, a variety of surfactants and properties can be produced. While early work focused solely on surfactant use in laundry cleaning and fracking, recent work has expanded functional groups and application evaluations in hard surface cleaning. The current invention expands on Battelle's high oleic soybean oil (HOSO) surfactant technology. Use of HOSO overcomes the limitations of regular soybean oil and significantly reduces or eliminates undesirable byproducts in most chemistries. However, with use of select reagents, a few candidates were achievable with regular epoxidized soybean oil (ESO). The HOSO surfactant platform offers several key advantages including: a highly water miscible (not typical of C18 surfactants) and water stable surfactant; ability to adjust and vary hydrophilic-lipophilic (HLB) values for stain removal performance; and increased biodegradability without toxic or persistent by-products.

  公开号：

  US20220089983A1

文献信息

• SYNTHESIS OF R-GLUCOSIDES, SUGAR ALCOHOLS, REDUCED SUGAR ALCOHOLS, AND FURAN DERIVATIVES OF REDUCED SUGAR ALCOHOLS
  申请人：Archer Daniels Midland Company

  公开号：US20170121258A1

  公开（公告）日：2017-05-04

  Disclosed herein are methods for synthesizing 1,2,5,6-hexanetetrol (HTO), 1,6 hexanediol (HDO) and other reduced polyols from C5 and C6 sugar alcohols or R glycosides. The methods include contacting the sugar alcohol or R-glycoside with a copper catalyst, most desirably a Raney copper catalyst with hydrogen for a time, temperature and pressure sufficient to form reduced polyols having 2 to 3 fewer hydoxy groups than the starting material. When the starting compound is a C6 sugar alcohol such as sorbitol or R-glycoside of a C6 sugar such as methyl glucoside, the predominant product is HTO. The same catalyst can be used to further reduce the HTO to HDO.

  本文披露了一种从C5和C6糖醇或R-糖苷合成1,2,5,6-己烷四醇（HTO）、1,6-己二醇（HDO）和其他还原多元醇的方法。该方法包括将糖醇或R-糖苷与铜催化剂接触，最理想的是与氢气一起在足够的时间、温度和压力下形成具有比起始物质少2到3个羟基的还原多元醇。当起始化合物是C6糖醇，如山梨醇或C6糖的R-糖苷，主要产物是HTO。同一催化剂可用于进一步将HTO还原为HDO。
• Montmorillonite K-10 as a Reusable Catalyst for Fischer Type of Glycosylation under Microwave Irradiation
  作者：Dipak K. Roy、Manobjyoti Bordoloi

  DOI：10.1080/07328300802107437

  日期：2008.7

  Montmorillonite K10 catalyzed Fischer type glycosylation was studied for various monosacharides with different alcohols under microwave irradiation. The method was found to be efficient, economic, simple and time saving and the catalyst montmorillonite K-10 was reused three times without loss of catalytic activity and anomeric selectivity. With glycerol, the method gave products glycosylated at primary

  在微波辐射下，研究了蒙脱石K10催化的费歇尔型糖基化反应，研究了用不同醇制得的各种单糖。发现该方法是有效，经济，简单和省时的，并且催化剂蒙脱石K-10可重复使用三次，而不会损失催化活性和端基异构体选择性。对于甘油，该方法仅产生在伯醇处糖基化的产物。
• A highly selective enzyme-catalysed esterification of simple glucosides
  作者：Fredrik Björkling、Sven Erik Godtfredsen、Ole Kirk

  DOI：10.1039/c39890000934

  日期：——

  Regioselective 6-O-esterification of alkyl glucosides with long chain fatty acids, yielding more than 95% of 6-O-monoesters, can be achieved using lipases as catalysts in a solvent-free process.

  使用脂肪酶作为催化剂，在无溶剂的过程中，烷基糖苷与长链脂肪酸的区域选择性6- O-酯化反应可产生超过95％的6- O-单酯。
• [EN] CONVERSION OF CARBOHYDRATES TO LEVULINIC ACID ESTERS<br/>[FR] CONVERSION DE GLUCIDES EN ESTERS D'ACIDE LÉVULINIQUE
  申请人：UNIV DANMARKS TEKNISKE

  公开号：WO2014020153A1

  公开（公告）日：2014-02-06

  The present invention relates to the field of converting carbohydrates into levulinic acid, a platform chemical for many chemical end products. More specifically the invention relates to a method for converting carbohydrates such as mono-, di- or polysaccharides, obtained from for example biomass production into a suitable levulinic acid ester in the presence of a zeolite or zeotype catalyst and a suitable alcohol, and the ester may be further converted into levulinic acid if desired.

  本发明涉及将碳水化合物转化为戊酸，戊酸是许多化学终产品的平台化学品。更具体地说，本发明涉及一种方法，用于将来自例如生物质生产的单糖、双糖或多糖等碳水化合物在存在沸石或沸石型催化剂和适当醇的情况下转化为适当的戊酸酯，如果需要，该酯可以进一步转化为戊酸。
• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。