2,3,4,5-tetra-O-benzyl-1,6-di-O-trityl-D-glucitol | 1023310-53-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2,3,4,5-tetra-O-benzyl-1,6-di-O-trityl-D-glucitol
• 英文别名: ((((2R,3R,4R,5S)-2,3,4,5-Tetrakis(benzyloxy)hexane-1,6-diyl)bis(oxy))bis(methanetetrayl))hexabenzene；[diphenyl-[(2S,3R,4R,5R)-2,3,4,5-tetrakis(phenylmethoxy)-6-trityloxyhexoxy]methyl]benzene
• CAS: 1023310-53-3
• 化学式: C₇₂H₆₆O₆
• 分子量: 1027.31
• InChiKey: AQGGKZFFKJEJIP-GDYHQRTNSA-N

物化性质

• 密度：
  1.161±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.9
• 重原子数：
  78
• 可旋转键数：
  27
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3,4,5-tetra-O-benzyl-1,6-di-O-trityl-D-glucitol 在 甲醇 、 草酰氯 、 硫酸 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 2,3,4,5-tetra-(benzyloxy)-1,6-hexanedial
  参考文献：
  名称：

  A straightforward synthesis of perbenzylated conduritols from alditols by ring closing olefin metathesis

  摘要：

  通过将半乳糖醇、D-甘露醇和D-葡萄糖醇正式转化为相应的末端二烯，随后进行环闭合烯烃复分解反应，实现了苯甲酰化康杜利托醇A、E和F的六步合成。

  DOI：

  10.1039/a906626h
• 作为产物：
  描述：

  三苯基氯甲烷 在 吡啶 、 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 26.5h， 生成 2,3,4,5-tetra-O-benzyl-1,6-di-O-trityl-D-glucitol
  参考文献：
  名称：

  Synthesis of allo- and epi-Inositol via the NHC-Catalyzed Carbocyclization of Carbohydrate-Derived Dialdehydes

  摘要：

  A synthesis of carbocyclic sugars from carbohydrate-derived dialdehydes using organocatalysis has been developed. Sorbitol, mannitol, and galactitol were converted via 1,6-tritylation, perbenzylation or permethylation, detritylation, and Swern oxidation into 2,3,4,5-tetra-O-alkyl-dialdoses that were cyclized via the benzoin reaction promoted by a triazolium carbene. Manno- and galacto-configured dialdehydes gave predominantly single inosose stereoisomers in up to 75% yield if the mixture was acetylated prior to isolation while the gluco-dialdehyde afforded a mixture of three stereoisomers in 61% overall yield. The inososes were stereospecifically reduced using sodium borohydride and then deprotected to give allo- and epi-inositol in good yield that confirmed the structural and stereochemical assignments.

  DOI：

  10.1021/jo500645z

文献信息

• Separate synthesis and evaluation of glucitol bis-phosphate and mannitol bis-phosphate, as competitive inhibitors of fructose bis-phosphate aldolases
  作者：Charles-Gabin Mabiala-Bassiloua、Magdalena Zwolinska、Helene Therisod、Jurgen Sygusch、Michel Therisod

  DOI：10.1016/j.bmcl.2008.01.076

  日期：2008.3

  We report the first unambiguous syntheses of glucitol-1,6-bis-phosphate and mannitol-1,6-bis-phosphate and their competitive inhibition of various fructose bis-phosphate aldolases. (C) 2008 Elsevier Ltd. All rights reserved.
• [EN] PENETRATING CRYOPROTECTION AGENTS AND METHODS OF MAKING AND USING SAME<br/>[FR] AGENTS DE CRYOPROTECTION PÉNÉTRANTS ET LEURS PROCÉDÉS DE FABRICATION ET D'UTILISATION
  申请人：[en]THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK

  公开号：WO2022140458A1

  公开（公告）日：2022-06-30

  Provided are compounds that are suitable for cryopreservation of cells. The compounds are non-toxic, water soluble, and free of any organic solvents. The compounds have the following structure: Formula (I), where n is 1, 2, 3, or 4 and each R is independently H or Formula (II), where each R' is independently chosen from aliphatic groups, aryl groups, and amino acid groups and at least one R is not H and the asterisked carbon has R or S stereochemistry or a racemate thereof. Also provided are compositions and methods of using the compounds to cryopreserve cell populations.