1,2-dideoxy-3-O-acetyl-D-glucopyranose | 1451180-32-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-dideoxy-3-O-acetyl-D-glucopyranose
• 英文别名: [(2R,3S,4R)-3-hydroxy-2-(hydroxymethyl)oxan-4-yl] acetate
• CAS: 1451180-32-7
• 化学式: C₈H₁₄O₅
• 分子量: 190.196
• InChiKey: BHAVVTOQCBNOLK-PRJMDXOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,2-dideoxy-3-O-acetyl-D-glucopyranose 在 咪唑 、 碘 、 三苯基膦 作用下， 以 甲苯 为溶剂， 以90%的产率得到1,2,6-trideoxy-3-O-acetyl-6-iodo-D-glucopyranose
  参考文献：
  名称：

  Ring-Contraction vs Ring-Expansion Reactions of Spiro-cyclopropanecarboxylated Sugars

  摘要：

  Electrophilic ring opening of spiro-cyclopropanecarboxylated sugars followed by reaction with DBU revealed interesting ring-contraction and ring-expansion reactions depending on the substrate and the kind of hydroxyl protective group present adjacent to the Spiro center. A stereoselective method for accessing a new class of carbon chain extended keto-furanoses and C-glycosylated bicyclic compounds is reported.

  DOI：

  10.1021/ol402021e
• 作为产物：
  描述：

  1,2-dideoxy-3-O-acetyl-4,6-O-isopropylidine-D-glucopyranose 在 甲醇 、 对甲苯磺酸 作用下， 反应 1.0h， 以2.90 g的产率得到1,2-dideoxy-3-O-acetyl-D-glucopyranose
  参考文献：
  名称：

  Ring-Contraction vs Ring-Expansion Reactions of Spiro-cyclopropanecarboxylated Sugars

  摘要：

  Electrophilic ring opening of spiro-cyclopropanecarboxylated sugars followed by reaction with DBU revealed interesting ring-contraction and ring-expansion reactions depending on the substrate and the kind of hydroxyl protective group present adjacent to the Spiro center. A stereoselective method for accessing a new class of carbon chain extended keto-furanoses and C-glycosylated bicyclic compounds is reported.

  DOI：

  10.1021/ol402021e

文献信息

• SUBSTITUTED POLYESTERS BY THIOL-ENE MODIFICATION: RAPID DIVERSIFICATION FOR THERAPEUTIC PROTEIN STABILIZATION
  申请人：The Regents of the University of California

  公开号：EP3342796A1

  公开（公告）日：2018-07-04

  Structures and methods of making biodegradable trehalose co-polymers are disclosed. Specifically, biodegradable trehalose co-polymers consist of the general structure R5-[R1R2C - CR3R4]n-[DG]m-R6, wherein R1-R4 are independently selected from hydrogen or a side chain comprising at least one carbon atom, and wherein at least one of R1-R4 is a side chain comprising -L-trehalose, wherein L is a linker molecule that links trehalose to the monomer through at least one of the trehalose hydroxyl groups (-OH), wherein DG is a biodegradable group, and wherein R5 and R6 are end groups.

  本发明公开了可生物降解的三卤糖共聚物的结构和制造方法。具体来说，可生物降解的三卤糖共聚物由一般结构 R5-[R1R2C-CR3R4]n-[DG]m-R6组成，其中 R1-R4 独立地选自氢或包含至少一个碳原子的侧链、其中 R1-R4 中至少有一个是由-L-曲哈糖组成的侧链，其中 L 是连接分子，通过至少一个曲哈糖羟基（-OH）将曲哈糖与单体连接，其中 DG 是可生物降解基团，其中 R5 和 R6 是端基。