2,3,4,5-tetra-O-methylgalactaric acid | 14307-81-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,4,5-tetra-O-methylgalactaric acid
• 英文别名: tetra-O-methyl-galactaric acid；Tetra-O-methyl-galaktarsaeure；Tetra-O-methyl-schleimsaeure；(2S,3R,4S,5R)-2,3,4,5-tetramethoxyhexanedioic acid
• CAS: 14307-81-4
• 化学式: C₁₀H₁₈O₈
• 分子量: 266.248
• InChiKey: MJRFBIAPUDPDCP-SOSBWXJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,3,4,5-tetra-O-methylgalactaric acid 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以85%的产率得到(2R,3S,4R,5S)-2,3,4,5-Tetramethoxy-hexanedioyl dichloride
  参考文献：
  名称：

  A Novel Carbohydrate-Derived Side-Chain Polyether with Excellent Protein Resistance

  摘要：

  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.

  DOI：

  10.1021/ja0349507
• 作为产物：
  描述：

  1,6-di-O-trityl-galactitol 在 palladium on activated charcoal 氢氧化钾 、 氢气 、 硝酸 作用下， 以 甲醇 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 20.0~80.0 ℃ 、310.26 kPa 条件下， 反应 84.0h， 生成 2,3,4,5-tetra-O-methylgalactaric acid
  参考文献：
  名称：

  New derivatives of d-mannaric and galactaric acids.

  摘要：

  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.

  DOI：

  10.1016/s0008-6215(03)00093-4

文献信息

• Uenzelmann,W., Diss.<Goettingen 1930>S.18
  作者：Uenzelmann,W.

  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.