1α-(β'-glucosyl)-1,5-anhydro-glucitol | 848475-94-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1α-(β'-glucosyl)-1,5-anhydro-glucitol
• 英文别名: D-erythro-L-gulo-L-gulo-2,6;7,11-dianhydro-dodecitol；1α,1'β-D,D-[1,1']biglucopyranosyl
• CAS: 848475-94-5
• 化学式: C₁₂H₂₂O₁₀
• 分子量: 326.301
• InChiKey: PBBQKLHWPMPDKU-BTLHAWITSA-N

反应信息

• 作为反应物：
  描述：

  1α-(β'-glucosyl)-1,5-anhydro-glucitol 生成 meso-2,3-bis-(2-hydroxy-1-hydroxymethyl-ethoxy)-butane-1,4-diol
  参考文献：
  名称：

  碳水化合物衍生物的光化学。第一部分。吡喃葡糖基苯基砜乙酸酯的光解

  摘要：

  在苯中进行2,3,4,6-四-O-乙酰基-β - D-葡糖基苯基砜的紫外线照射或它的α-端基异构体产生二氧化硫，联苯，2,3,4,6-四-O 1,5-脱水-的乙酰基衍生物d -glucitol（6），α- d -和β- d -glucosylbiphenyl [（3）和（4）]，和αβ- d -glucosylbenzene和1,3,4- ，5,8,9,10,12 -八ø -乙酰基-2,6-：7,11-dianhydro- d -葡糖-大号-雅卓-大号-赤-dodecitol，其可以被认为是1-脱氧-β- D-海藻糖八乙酸酯的-衍生物。

  DOI：

  10.1039/p19740001069
• 作为产物：
  描述：

  2,3,4,6-四乙酰氧基-alpha-D-吡喃葡萄糖溴化物 在 sodium methylate 、 高氯酸四乙基铵 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 1α-(β'-glucosyl)-1,5-anhydro-glucitol
  参考文献：
  名称：

  Synthesis and characterisation of hexa- and tetrasaccharide mimics from acetobromomaltotriose and acetobromomaltose, and of C-disaccharide mimics from acetobromoglucose, obtained by electrochemical reduction on silver

  摘要：

  Glucose-based glycomimetics characterised by a direct C-interglycosidic bond were synthesised from acetobromomaltotriose (ABMT), acetobromomaltose (ABM) and acetobromoglucose (ABG). Electroreduction on silver cathode of acetobromomaltotriose afforded the diastereoisomeric hexasaccharide mimics 1-3, which were deacetylated to 4-6. The same procedure afforded biglucosyl derivatives 10-12 from acetobromoglucose and tetrasaccharide mimics 15 and 16 from acetobromomaltose. The C-Br bond was reduced affording an intermediate anomeric radical whose coupling formed the new C-C bond. The electrochemical induced coupling resulted in a one-pot reaction to double the parent sugar units. NMR and molecular modelling were used for the conformational analysis of the diastereoisomers. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.052