Methyl 4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside | 182167-73-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl 4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside
• CAS: 182167-73-3
• 化学式: C₁₅H₂₂O₆
• 分子量: 298.336
• InChiKey: TVPMUQCOAOSHJO-CEVLRCNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.69
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  77.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Methyl 4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside 在 吡啶 、 ruthenium trichloride 、 sodium periodate 、 氯化亚砜 作用下， 以 二氯甲烷 、 乙酸乙酯 、 乙腈 为溶剂， 反应 1.0h， 生成 Methyl 4-O-(p-methoxybenzyl)-2,3-O-sulfonyl-α-D-rhamnopyranoside
  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：

  Toluene-4-sulfonic acid (3aS,4S,6R,7R,7aS)-4-methoxy-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl ester 在 lithium aluminium tetrahydride 、 溶剂黄146 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 Methyl 4-O-(p-methoxybenzyl)-α-D-rhamnopyranoside
  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