(1R,6R)-1-[(3aR,4R,6R,7aR)-4-[(4S,5R)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-6-[(3aR,4R,6R,7aR)-4-[(4S,5R)-2,2-dimethyl-5-(2-trimethylsilylethoxymethoxymethyl)-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-1,6-bis(methoxymethoxy)-3-methylidenehexan-2-ol | 927887-94-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡喃类
• 英文名称: (1R,6R)-1-[(3aR,4R,6R,7aR)-4-[(4S,5R)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-6-[(3aR,4R,6R,7aR)-4-[(4S,5R)-2,2-dimethyl-5-(2-trimethylsilylethoxymethoxymethyl)-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-1,6-bis(methoxymethoxy)-3-methylidenehexan-2-ol
• CAS: 927887-94-3
• 化学式: C₆₁H₉₈O₁₈Si₂
• 分子量: 1175.61
• InChiKey: UVXCPSIESJQJRH-WZWGCKSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.96
• 重原子数：
  81
• 可旋转键数：
  28
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  177
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  (1R,6R)-1-[(3aR,4R,6R,7aR)-4-[(4S,5R)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-6-[(3aR,4R,6R,7aR)-4-[(4S,5R)-2,2-dimethyl-5-(2-trimethylsilylethoxymethoxymethyl)-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-1,6-bis(methoxymethoxy)-3-methylidenehexan-2-ol 在 吡啶 、 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以89%的产率得到(1S,6R)-1-[(3aR,4R,6R,7aR)-4-[(4S,5R)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-6-[(3aR,4R,6R,7aR)-4-[(4S,5R)-2,2-dimethyl-5-(2-trimethylsilylethoxymethoxymethyl)-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-1,6-bis(methoxymethoxy)-3-methylidenehexan-2-one
  参考文献：
  名称：

  Development of an Access Route to the C31−C52 Central Core of Amphidinol 3

  摘要：

  An asymmetric synthesis of the heavily oxygenated inner sector of amphidinol 3 constituted of C31-C52 is described. The successful pathway highlights construction of the pair of identical tetrahydropyran subunits from a common intermediate.

  DOI：

  10.1021/ol062875+
• 作为产物：
  描述：

  (1S,6R)-1-[(3aR,4R,6R,7aR)-4-[(4S,5R)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-6-[(3aR,4R,6R,7aR)-4-[(4S,5R)-2,2-dimethyl-5-(2-trimethylsilylethoxymethoxymethyl)-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-1,6-bis(methoxymethoxy)-3-methylidenehexan-2-one 在 dimethyl sulfide borane 、 (R)-2-甲基-CBS-恶唑硼烷 作用下， 以 二氯甲烷 为溶剂， 以66%的产率得到(1R,6R)-1-[(3aR,4R,6R,7aR)-4-[(4S,5R)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-6-[(3aR,4R,6R,7aR)-4-[(4S,5R)-2,2-dimethyl-5-(2-trimethylsilylethoxymethoxymethyl)-1,3-dioxolan-4-yl]-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl]-1,6-bis(methoxymethoxy)-3-methylidenehexan-2-ol
  参考文献：
  名称：

  Development of an Access Route to the C31−C52 Central Core of Amphidinol 3

  摘要：

  An asymmetric synthesis of the heavily oxygenated inner sector of amphidinol 3 constituted of C31-C52 is described. The successful pathway highlights construction of the pair of identical tetrahydropyran subunits from a common intermediate.

  DOI：

  10.1021/ol062875+