C-sucrose | 115094-71-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: C-sucrose
• 英文别名: (2R,3R,4R,5S,6R)-2-[[(2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]methyl]-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 115094-71-8
• 化学式: C₁₃H₂₄O₁₀
• 分子量: 340.328
• InChiKey: JUHDHDBDSLBXAH-JALSFKJYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  180
• 氢给体数：
  8
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 C-sucrose 在 吡啶 、 4-二甲氨基吡啶 作用下， 生成 C-Sucrose octaacetate
  参考文献：
  名称：

  Preferred conformation of C-glycosides. 11. C-Sucrose: new practical synthesis, structural reassignment, and solid-state and solution conformation of its octaacetate

  摘要：

  The stereochemistry of C-sucrose, previously reported from this laboratory, was revised as epi-C.2'-C-sucrose (5) from H-1 NOE measurements on octaacetates 2 and 6 and an X-ray analysis of 2. A new, stereospecific, and practical synthesis of C-sucrose (1) was developed. The solid-state conformation and solution behavior of the octaacetate 2 of C-sucrose were compared with the corresponding octaacetate 4 of parent sucrose.

  DOI：

  10.1021/jo00054a006
• 作为产物：
  描述：

  (1S,2R)-1-Benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-en-2-ol 在 palladium dihydroxide camphor-10-sulfonic acid 、 水 、 氢气 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 生成 C-sucrose
  参考文献：
  名称：

  Synthesis of C-sucrose

  摘要：

  DOI：

  10.1021/jo00249a056

文献信息

• PROCESSING BIOMASS
  申请人：Xyleco, Inc.

  公开号：EP3461899A1

  公开（公告）日：2019-04-03

  The present application relates to a fermentation method comprising mixing in a medium xylose, one or more fermenting microorganisms, and an ionizing radiation irradiated cellulosic or lignocellulosic material, fermenting the xylose to a fermentation product, wherein the fermentation step produces fermentation product at a faster rate than would be produced in the fermentation step in the absence of the irradiated cellulosic or lignocellulosic material.

  本申请涉及一种发酵方法，包括在培养基中混合木糖、一种或多种发酵微生物和经电离辐射照射的纤维素或木质纤维素材料，将木糖发酵成发酵产物，其中发酵步骤产生发酵产物的速度快于在没有经照射的纤维素或木质纤维素材料的情况下发酵步骤产生发酵产物的速度。
• Synthesis of C-sucrose
  作者：Ulrich C. Dyer、Yoshito Kishi

  DOI：10.1021/jo00249a056

  日期：1988.7
• METHOD FOR QUENCHING AN IRRADIATED BIOMASS
  申请人：Xyleco, Inc.

  公开号：EP2285972B1

  公开（公告）日：2017-12-20
• Preferred conformation of C-glycosides. 11. C-Sucrose: new practical synthesis, structural reassignment, and solid-state and solution conformation of its octaacetate
  作者：Daniel J. O'Leary、Yoshito Kishi

  DOI：10.1021/jo00054a006

  日期：1993.1

  The stereochemistry of C-sucrose, previously reported from this laboratory, was revised as epi-C.2'-C-sucrose (5) from H-1 NOE measurements on octaacetates 2 and 6 and an X-ray analysis of 2. A new, stereospecific, and practical synthesis of C-sucrose (1) was developed. The solid-state conformation and solution behavior of the octaacetate 2 of C-sucrose were compared with the corresponding octaacetate 4 of parent sucrose.