[(3S,6R)-2,6-dihydroxy-2,6-dimethyloct-7-en-3-yl] N-naphthalen-1-ylcarbamate | 153280-68-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [(3S,6R)-2,6-dihydroxy-2,6-dimethyloct-7-en-3-yl] N-naphthalen-1-ylcarbamate
• CAS: 153280-68-3
• 化学式: C₂₁H₂₇NO₄
• 分子量: 357.45
• InChiKey: CRCDQZNCRKVUBO-RXVVDRJESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(3S,6R)-2,6-dihydroxy-2,6-dimethyloct-7-en-3-yl] N-naphthalen-1-ylcarbamate 在 sodium tetrahydroborate 、 臭氧 作用下， 生成 Naphthalen-1-yl-carbamic acid (1S,4R)-4,5-dihydroxy-1-(1-hydroxy-1-methyl-ethyl)-4-methyl-pentyl ester
  参考文献：
  名称：

  Asymmetric dihydroxylation of linalool, nerolidol and citronellyl acetate. Enantioselective synthesis of (3S, 6S)-tetrahydro-2,2,6-trimethyl-6-vinyl-2H-pyran-3-ol

  摘要：

  The asymmetric Sharpless' dihydroxylation of linalool, citronellyl acetate and nerolidol was investigated. High diastereo-. enantio- and positional selectivity was observed for the first two terpenes. A highly diastereo- and enantioselective synthesis of (3S,6S)-tetrahydro- 2,2,6-trimethyl - 6-vinyl-2H -pyran-3-ol is described.

  DOI：

  10.1016/s0040-4039(00)91832-x
• 作为产物：
  描述：

  (R)-芳樟醇 、 alkaline earth salt of/the/ methylsulfuric acid 在 四氧化锇 、 AD-mix-β 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 [(3S,6R)-2,6-dihydroxy-2,6-dimethyloct-7-en-3-yl] N-naphthalen-1-ylcarbamate
  参考文献：
  名称：

  Asymmetric dihydroxylation of linalool, nerolidol and citronellyl acetate. Enantioselective synthesis of (3S, 6S)-tetrahydro-2,2,6-trimethyl-6-vinyl-2H-pyran-3-ol

  摘要：

  The asymmetric Sharpless' dihydroxylation of linalool, citronellyl acetate and nerolidol was investigated. High diastereo-. enantio- and positional selectivity was observed for the first two terpenes. A highly diastereo- and enantioselective synthesis of (3S,6S)-tetrahydro- 2,2,6-trimethyl - 6-vinyl-2H -pyran-3-ol is described.

  DOI：

  10.1016/s0040-4039(00)91832-x

文献信息

• Asymmetric dihydroxylation of linalool, nerolidol and citronellyl acetate. Enantioselective synthesis of (3S, 6S)-tetrahydro-2,2,6-trimethyl-6-vinyl-2H-pyran-3-ol
  作者：Giovanni Vidari、Andrea Giori、Antonella Dapiaggi、Gianluigi Lanfranchi

  DOI：10.1016/s0040-4039(00)91832-x

  日期：1993.10

  The asymmetric Sharpless' dihydroxylation of linalool, citronellyl acetate and nerolidol was investigated. High diastereo-. enantio- and positional selectivity was observed for the first two terpenes. A highly diastereo- and enantioselective synthesis of (3S,6S)-tetrahydro- 2,2,6-trimethyl - 6-vinyl-2H -pyran-3-ol is described.