4-氯-4-脱氧-Α-D-吡喃半乳糖 | 848642-13-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-氯-4-脱氧-Α-D-吡喃半乳糖
• 中文别名: 三氯蔗糖杂质I(EP)
• 英文名称: 4-chloro-4-deoxy-α-D-galactopyranose
• 英文别名: 4-chloro-4-deoxy-α-D-galactose；4-Chloro-4-deoxy-alpha-D-galactopyranose；(2S,3R,4R,5R,6R)-5-chloro-6-(hydroxymethyl)oxane-2,3,4-triol
• CAS: 848642-13-7
• 化学式: C₆H₁₁ClO₅
• 分子量: 198.603
• InChiKey: UDOJFSFHKNQOHC-PHYPRBDBSA-N

物化性质

• 沸点：
  429.7±45.0 °C(Predicted)
• 密度：
  1?+-.0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  90.2
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-氯-4-脱氧-Α-D-吡喃半乳糖 在 吡啶 、 重铬酸吡啶 、 sodium carbonate 、 zinc(II) chloride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of furanosyl α-C-glycosides derived from 4-chloro-4-deoxy-α-d-galactose and their cytotoxic activities

  摘要：

  Condensation of a new unnatural sugar 1 with 1,3-dicarbonyl compounds in the presence of anhydrous zinc chloride gave the polyhydroxyalkyl-furans in excellent yields. Further modification afforded the corresponding furanosyl alpha-C-glycoside derivatives. The absolute configuration of 3-acetyl- 2-methyl-5-(2'-chloro-D-galacto-tetritol-1-yl)-furan was confirmed by single-crystal X-ray analysis. The in vitro cytotoxic activities of these furanosyl C-glycosides were also investigated. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.079
• 作为产物：
  描述：

  1,4:3,6-dianhydro-β-D-fructofuranosyl 4-chloro-4-deoxy-α-D-galactopyranoside 在 硫酸 作用下， 以 水 为溶剂， 反应 2.0h， 以91%的产率得到4-氯-4-脱氧-Α-D-吡喃半乳糖
  参考文献：
  名称：

  Preparation of α and β anomers of 1,2,3,6-tetra-O-acetyl-4-chloro-4-deoxy-d-galactopyranose based upon anomerization and kinetic acetylation

  摘要：

  4-Chloro-4-deOXY-alpha-D-galactopyranose, 1,2,3,6-tetra-O-acetyl-4-chloro-4-deoxy-alpha-D-galactopyranose and 1,2,3,6-tetra-O-acetyl-4-chloro-4-deoxy-beta-D-galactopyranose were readily prepared from 1,4:3,6-dianhydro-beta-D-fructofuranosyl 4-chloro-4-deoxy-alpha- D-galactopyranoside. In the study, we found an interesting anomerization phenomenon of 4-chloro-4-deoxy-D-galactose. The molar ratio of alpha and beta anomers in solution is about 1:2 when the anomerization reaches a dynamic equilibrium, and the beta anomer could completely convert to the alpha anomer in the process of crystallization and precipitation. The acetylation of 4-chloro-4-deoxy-D-galactopyranose is kinetically controlled, and the configuration of the starting galactose determines the configuration of the resulting acetates. The influence of the chloro group at C-4 and the O-acetyl group at the anomeric carbon on the galactopyranose ring conformations is discussed, based upon the crystallographic data for the alpha and beta anomers of 1,2,3,6-tetra-O-acetyl-4-chloro-4-deoxy- D-galactopyranose. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2004.11.028

文献信息

• 4' Halo-substituted sucrose derivatives
  申请人：TATE & LYLE PUBLIC LIMITED COMPANY

  公开号：EP0073093A1

  公开（公告）日：1983-03-02

  Compounds of the general formula (1) (in which X represents a halogen atom; R' and R2 respectively represent a hydroxy group and a hydrogen atom, a halogen atom and a hydrogen atom, or a hydrogen atom and a halogen atom; and R3 and R4, which may be the same or different, represent halogen atoms or hydroxy groups; at least one of R', R2 and R3 representing a halogen atom; II with the proviso that when R2, R3 and R4 all represent chlorine atoms, X does not represent a chlorine atom).

  通式（1）化合物（其中 X 代表卤素原子；R'和 R2 分别代表羟基和氢原子、卤素原子和氢原子或氢原子和卤素原子；R3 和 R4（可以相同或不同）代表卤素原子或羟基；R'、R2 和 R3 中至少有一个代表卤素原子；II 但当 R2、R3 和 R4 均代表氯原子时，X 不代表氯原子）。
• EDULCORANT POUR LIQUIDES DE CIGARETTE ÉLECTRONIQUE
  申请人：AROMA SENS SASU

  公开号：EP3811791A1

  公开（公告）日：2021-04-28

  L'invention concerne une composition destinée à être utilisée comme e-liquide de cigarette électronique ou à être ajoutée à un e-liquide de cigarette électronique, caractérisée en ce qu'elle comprend du N-[N-(3,3-diméthylbutyle)-L-α-aspartyl]-L-phénylalanine 1-ester méthylique, un dispositif de stockage comprenant une telle composition, une cigarette électronique comprenant un tel dispositif et l'utilisation du N-[N-(3,3-diméthylbutyle)-L-α-aspartyl]-L-phénylalanine 1-ester méthylique comme édulcorant ou comme exhausteur de goût dans une composition de e-liquide pour cigarette électronique.

  本发明涉及一种可用作电子烟电子液体或添加到电子烟电子液体中的组合物，其特征在于该组合物包含N-[N-(3,3-二甲基丁基)-L-α-天冬氨酰]-L-苯丙氨酸 1-甲酯、一种包含这种组合物的储存装置、一种包含这种装置的电子香烟，以及 N-[N-(3,3-二甲基丁基)-L-α-天冬氨酰]-L-苯丙氨酸 1-甲酯作为甜味剂或作为增味剂在电子香烟的电子烟液组合物中的使用。
• Synthesis of Novel Caged Intramolecular Ketals of β‐<i>C</i>‐Glycopyranosidic Ketones
  作者：Lin Yan、Feng‐Wu Liu、Jian‐Li Yang、Hong‐Min Liu

  DOI：10.1080/07328300701609111

  日期：2007.9

  Novel caged intramolecular ketals of beta-C-glycosidic ketones were prepared from pyranoses. The structures of the new compounds were elucidated by NMR and HRMS spectral analysis. Preliminary studies revealed that the intramolecular ketal could be used to protect 3- and 6- hydroxyl groups of beta-C-glycosidic ketones.
• An efficient synthesis of quinoxaline derivatives from 4-chloro-4-deoxy-α-d-galactose and their cytotoxic activities
  作者：Lin Yan、Feng-Wu Liu、Gui-Fu Dai、Hong-Min Liu

  DOI：10.1016/j.bmcl.2006.11.007

  日期：2007.2

  A novel and efficient method for the synthesis of quinoxaline derivatives has been developed. Isopropylidenation of 4-chloro-4-deoxy-alpha-D-galactose with 2,2-dimethoxypropane, followed by selective hydrolysis, afforded 2,3-O-isopropylidene-4-chloro-4-deoxy-D-galactose di-methyl acetal (3) as a sole product. Oxidation of compound 3 with (Bu3Sn)(2)O-Br-2 gave corresponding hex-5-ulose derivative in high yields. The hex-5-ulose derivative reacted with o-phenylenediamines under neutral conditions to afford quinoxaline derivatives in reasonable yields. The in vitro cytotoxic activities of these quinoxaline derivatives were investigated. (c) 2006 Elsevier Ltd. All rights reserved.
• METHOD FOR GENERATING A DIHYDROMYRICETIN (DHM) FORMULATION
  申请人：82 LABS INC

  公开号：US20200246485A1

  公开（公告）日：2020-08-06

  A method of generating a soluble dihydromyricetin formulation may involve generating an acidic solution with a pH ranging between 2-7 pH in a reaction vessel by combining an organic acid in an aqueous solution at a first temperature range. The method may then generate a solvent mixture by combining the acidic solution with a sugar. The method may then heat the solvent mixture to a boil and then adjust the heat to the first temperature range generating a heated solvent mixture. The method may then combine cyclodextrin and dihydromyricetin (DHM) with the heated solvent mixture forming a DHM solution. The method may then mix the DHM solution at a first speed for a first time interval in a mixer. The method may then heat a mixed DHM solution at a second temperature range for a second time interval.