(4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane | 688317-59-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane
• 英文别名: (4S,5S)-4-ethenyl-2,2-dimethyl-4-(phenylmethoxymethyl)-5-[(1R)-1-phenylmethoxyprop-2-enyl]-1,3-dioxolane
• CAS: 688317-59-1
• 化学式: C₂₅H₃₀O₄
• 分子量: 394.511
• InChiKey: SSTHURWRZNMEFL-CUYJMHBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 水 、 丙酮 、 苯 为溶剂， 反应 18.0h， 生成 (3aR,4R,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4,5-diol
  参考文献：
  名称：

  Synthesis of differentially protected cyclopentitol: its application towards the stereoselective synthesis of 5-epi-calditol

  摘要：

  The synthesis of differentially protected cyclopentitol derivative 5 is described using ring-closing metathesis of a diene derived froni D-mannose. Subsequent chemical 11 modifications such as catalytic osmylation and chain extension using glycidyl triflate completed the synthesis of 5-epi-calditol. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.020
• 作为产物：
  描述：

  2-C-(hydroxymethyl)-2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 在 硫酸 、 sodium hydride 、 sodium amide 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丁酮 为溶剂， 反应 30.0h， 生成 (4S,5S)-5-((R)-1-Benzyloxy-allyl)-4-benzyloxymethyl-2,2-dimethyl-4-vinyl-[1,3]dioxolane
  参考文献：
  名称：

  Synthesis of differentially protected cyclopentitol: its application towards the stereoselective synthesis of 5-epi-calditol

  摘要：

  The synthesis of differentially protected cyclopentitol derivative 5 is described using ring-closing metathesis of a diene derived froni D-mannose. Subsequent chemical 11 modifications such as catalytic osmylation and chain extension using glycidyl triflate completed the synthesis of 5-epi-calditol. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.020

文献信息

• Synthesis of differentially protected cyclopentitol: its application towards the stereoselective synthesis of 5-epi-calditol
  作者：C.V. Ramana、Bethi Sridhar Reddy、Mukund K. Gurjar

  DOI：10.1016/j.tetlet.2004.02.020

  日期：2004.3

  The synthesis of differentially protected cyclopentitol derivative 5 is described using ring-closing metathesis of a diene derived froni D-mannose. Subsequent chemical 11 modifications such as catalytic osmylation and chain extension using glycidyl triflate completed the synthesis of 5-epi-calditol. (C) 2004 Elsevier Ltd. All rights reserved.