(R)-3-((2S,3R,5R)-2-(R)-1,4-Dioxa-spiro[4.5]dec-2-yl-5-methoxy-tetrahydro-furan-3-yl)-2-methyl-propan-1-ol | 200621-23-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-3-((2S,3R,5R)-2-(R)-1,4-Dioxa-spiro[4.5]dec-2-yl-5-methoxy-tetrahydro-furan-3-yl)-2-methyl-propan-1-ol
• CAS: 200621-23-4
• 化学式: C₁₇H₃₀O₅
• 分子量: 314.422
• InChiKey: ZDRSZQZIFMJSGT-QCODTGAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (R)-3-((2S,3R,5R)-2-(R)-1,4-Dioxa-spiro[4.5]dec-2-yl-5-methoxy-tetrahydro-furan-3-yl)-2-methyl-propan-1-ol 在 tetrafluoroboric acid 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 114.0h， 生成
  参考文献：
  名称：

  Preparation of the C1∼C10 fragment of carbonolide B. A relay approach to carbomycin B

  摘要：

  Reaction of methyl 2,3-anhydro-5,6-O-cyclohexylidene-beta-D-allofuranoside with 2-methyl-2-propenylmagnesium chloride selectively gave methyl 5,6-O-cyclohexylidene-3-deoxy-3-C-(2-methyl- 2-propenyl)-beta-D-glucofuranoside, which was convened into the C1 similar to C10 fragment of carbonolide B by a sequence of reactions involving hydroboration of the prochiral double bond, oxidative cleavage between C5-C6, and subsequent stereoselective three-carbon elongation at the C5 position. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10258-1
• 作为产物：
  描述：

  (2R,3R,4R,5S)-5-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]-2-methoxy-4-(2-methylprop-2-enyl)oxolan-3-ol 在 三乙基硼 、 4,8-di-tert-butyldibenzodioxaborepine 、 双氧水 、 三正丁基氢锡 、 sodium hydride 作用下， 以 苯 为溶剂， 反应 3.5h， 生成 (R)-3-((2S,3R,5R)-2-(R)-1,4-Dioxa-spiro[4.5]dec-2-yl-5-methoxy-tetrahydro-furan-3-yl)-2-methyl-propan-1-ol
  参考文献：
  名称：

  Preparation of the C1∼C10 fragment of carbonolide B. A relay approach to carbomycin B

  摘要：

  Reaction of methyl 2,3-anhydro-5,6-O-cyclohexylidene-beta-D-allofuranoside with 2-methyl-2-propenylmagnesium chloride selectively gave methyl 5,6-O-cyclohexylidene-3-deoxy-3-C-(2-methyl- 2-propenyl)-beta-D-glucofuranoside, which was convened into the C1 similar to C10 fragment of carbonolide B by a sequence of reactions involving hydroboration of the prochiral double bond, oxidative cleavage between C5-C6, and subsequent stereoselective three-carbon elongation at the C5 position. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10258-1