2,3,4,5-tetra-O-methyl-D-galactitol | 102834-42-4

• 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: 2,3,4,5-tetra-O-methyl-D-galactitol
• 英文别名: 2,3,4,5-tetra-O-methyl-galactitol；2,3,4,5-tetra-O-methylgalactitol；(2R,3S,4R,5S)-2,3,4,5-tetramethoxyhexane-1,6-diol
• CAS: 102834-42-4
• 化学式: C₁₀H₂₂O₆
• 分子量: 238.281
• InChiKey: LUPLSCJPGNQYRS-FIRGSJFUSA-N

物化性质

• 沸点：
  340.6±42.0 °C(Predicted)
• 密度：
  1.105±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3,4,5-tetra-O-methyl-D-galactitol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 生成 galacto-2,3,4,5-tetramethoxyhexanedial
  参考文献：
  名称：

  Ward, Dale E.; Liu, YaDong; Rhee, Chung K., Canadian Journal of Chemistry, 1994, vol. 72, # 6, p. 1429 - 1446

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3,4,5-tetra-O-methyl-1,6-di-O-trityl-galactitol 在 氢氟酸 作用下， 以 乙腈 为溶剂， 以100%的产率得到2,3,4,5-tetra-O-methyl-D-galactitol
  参考文献：
  名称：

  Ward, Dale E.; Liu, YaDong; Rhee, Chung K., Canadian Journal of Chemistry, 1994, vol. 72, # 6, p. 1429 - 1446

  摘要：

  DOI：

文献信息

• Ward, Dale E.; Liu, YaDong; Rhee, Chung K., Canadian Journal of Chemistry, 1994, vol. 72, # 6, p. 1429 - 1446
  作者：Ward, Dale E.、Liu, YaDong、Rhee, Chung K.

  DOI：——

  日期：——
• New derivatives of d-mannaric and galactaric acids.
  作者：Manuel Mancera、Isaac Roffé、Manuel Rivas、Juan A. Galbis

  DOI：10.1016/s0008-6215(03)00093-4

  日期：2003.5

  2.3.4 5 -Tetra-O-methyl-D-mannaric and galactaric acids and their bis(pentachlorophenyl) esters have been prepared as crystalline compounds, in good yields, from D-mannitol and galactitol, respectively. A new stereoregular polyamide, analogous to Nylon 66, has been prepared by polycondensation of bis(pentachlorophenyl) 2,3,4,5-tetra-O-methyl-D-mannarate with 1,6-diamino-1,6-dideoxy-2,3,4,5-tetra-O-methyl -D-mannitol dihydrochloride. The polymer has a M-w of 31,100 with a polydispersity of 1.5 (GPC). It was highly hygroscopic and soluble in ethanol, acetone, dimethyl sulfoxide, N,N-dimethylformamide and chloroform, but only slightly soluble in water. (C) 2003 Elsevier Science Ltd. All rights reserved.
• A Novel Carbohydrate-Derived Side-Chain Polyether with Excellent Protein Resistance
  作者：Mark Metzke、Jane Z. Bai、Zhibin Guan

  DOI：10.1021/ja0349507

  日期：2003.7.1

  A novel carbohydrate-derived side-chain polyether was synthesized as a new biomaterial by condensation polymerization of monomers derived from natural occurring carbohydrates. Surface plasmon resonance spectroscopy studies demonstrated that this side-chain polyether has excellent resistance to nonspecific protein adsorption. The protein resistant capability of the side-chain polyether is comparable to that of oligoethylene glycol, a main-chain polyether that is, to date, the best protein resistant material. In addition to the excellent biocompatibility, the new polymer also combines biodegradability and functionalizability. With these combined good properties, this side-chain polyether is envisioned as a new biomaterial for many potential biomedical applications.
• Synthesis of <i>allo</i>- and <i>epi</i>-Inositol via the NHC-Catalyzed Carbocyclization of Carbohydrate-Derived Dialdehydes
  作者：Kieran P. Stockton、Ben W. Greatrex、Dennis K. Taylor

  DOI：10.1021/jo500645z

  日期：2014.6.6

  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.