(3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran | 182167-83-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran
• CAS: 182167-83-5
• 化学式: C₂₈H₃₆O₈
• 分子量: 500.589
• InChiKey: YZFZUCAZURCSHT-VKINHPFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  36.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73.84
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran 在 盐酸 、 iodonium di(2,4,6-collidinium) triflate 、 4 A molecular sieve 、 potassium tert-butylate 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 甲醇 、 乙醚 、 乙腈 为溶剂， 反应 23.5h， 生成 allyl 3-O-(3,6-dideoxy-α-D-xylo-hexapyranosyl)-α-D-mannopyranoside
  参考文献：
  名称：

  Preparation of Disaccharide Haptens Corresponding toSalmonellaSerogroups B and D

  摘要：

  The properly protected ethyl 1-thio-abequopyranoside 11 and ethyl 1-thio-tyvelo-pyranoside 26 were prepared by a sequence of reactions, the key step of which was the regioselective hydride-mediated ring-opening of the cyclic sulfate function in compounds 8 and 18. Iodonium ion-assisted glycosylation of allyl mannopyranoside 30 with the individual ethyl 3,6-dideoxy-1-thio-D-hexopyranoside donors 11 and 26 furnished, after deprotection, the respective allyl 3-O-(alpha-D-abequopyranosyl)-alpha-D-mannopyranoside 1 and allyl 3-O-(alpha-D-tyvelopyranosyl)-alpha-D-mannopyranoside 2.

  DOI：

  10.1080/07328309608005684
• 作为产物：
  描述：

  allyl 2,3-O-isopropylidene-α-D-mannopyranoside 、 4-甲氧基氯苄 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以86%的产率得到(3aS,4S,6R,7R,7aS)-4-Allyloxy-7-(4-methoxy-benzyloxy)-6-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran
  参考文献：
  名称：

  Preparation of Disaccharide Haptens Corresponding toSalmonellaSerogroups B and D

  摘要：

  The properly protected ethyl 1-thio-abequopyranoside 11 and ethyl 1-thio-tyvelo-pyranoside 26 were prepared by a sequence of reactions, the key step of which was the regioselective hydride-mediated ring-opening of the cyclic sulfate function in compounds 8 and 18. Iodonium ion-assisted glycosylation of allyl mannopyranoside 30 with the individual ethyl 3,6-dideoxy-1-thio-D-hexopyranoside donors 11 and 26 furnished, after deprotection, the respective allyl 3-O-(alpha-D-abequopyranosyl)-alpha-D-mannopyranoside 1 and allyl 3-O-(alpha-D-tyvelopyranosyl)-alpha-D-mannopyranoside 2.

  DOI：

  10.1080/07328309608005684