(3a'R,4'S,6'S,7'S,7a'R)-4'-(4-methoxyphenoxy)-6'-methyl-7'-(naphthalen-2-ylmethoxy)tetrahydro-4'H-spiro[cyclohexane-1,2'-[1,3]dioxolo[4,5-c]pyran] | 1093079-64-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3a'R,4'S,6'S,7'S,7a'R)-4'-(4-methoxyphenoxy)-6'-methyl-7'-(naphthalen-2-ylmethoxy)tetrahydro-4'H-spiro[cyclohexane-1,2'-[1,3]dioxolo[4,5-c]pyran]
• CAS: 1093079-64-1
• 化学式: C₃₀H₃₄O₆
• 分子量: 490.596
• InChiKey: QJXCXSHBMUOYMY-NRYIQGPYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.0
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (3a'R,4'S,6'S,7'S,7a'R)-4'-(4-methoxyphenoxy)-6'-methyl-7'-(naphthalen-2-ylmethoxy)tetrahydro-4'H-spiro[cyclohexane-1,2'-[1,3]dioxolo[4,5-c]pyran] 在 camphor-10-sulfonic acid 甲醇 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以68%的产率得到p-methoxyphenyl 4-O-(2-naphthylmethyl)-α-L-rhamnopyranoside
  参考文献：
  名称：

  Stereoselective Synthesis of β-l-Rhamnopyranosides

  摘要：

  Stereoselective construction of 1,2-cis-beta-L-rhamnopyranoside was achieved by our effective methodology using naphthylmethyl (NAP) ether-mediated intramolecular aglycon delivery (IAD). The complete stereoselective synthesis of the bacterial extracellular polysaccharide, alpha-L-Rhap-(1 -> 3)-beta-L-Rhap-(1 -> 4)Glcp from Sphaerotilus natans, was successfully accomplished, clearly demonstrating that the NAP-IAD methodology is highly versatile.

  DOI：

  10.1021/ja801574q
• 作为产物：
  描述：

  p-methoxyphenyl 2,3-O-cyclohexylidene-α-L-rhamnopyranoside 、 2-溴甲基萘 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以94%的产率得到(3a'R,4'S,6'S,7'S,7a'R)-4'-(4-methoxyphenoxy)-6'-methyl-7'-(naphthalen-2-ylmethoxy)tetrahydro-4'H-spiro[cyclohexane-1,2'-[1,3]dioxolo[4,5-c]pyran]
  参考文献：
  名称：

  Stereoselective Synthesis of β-l-Rhamnopyranosides

  摘要：

  Stereoselective construction of 1,2-cis-beta-L-rhamnopyranoside was achieved by our effective methodology using naphthylmethyl (NAP) ether-mediated intramolecular aglycon delivery (IAD). The complete stereoselective synthesis of the bacterial extracellular polysaccharide, alpha-L-Rhap-(1 -> 3)-beta-L-Rhap-(1 -> 4)Glcp from Sphaerotilus natans, was successfully accomplished, clearly demonstrating that the NAP-IAD methodology is highly versatile.

  DOI：

  10.1021/ja801574q