(2R,4S)-4-(methoxymethoxy)hex-5-en-2-yl 2-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)acetate | 1566591-42-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,4S)-4-(methoxymethoxy)hex-5-en-2-yl 2-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)acetate
• 英文别名: [(2R,4S)-4-(methoxymethoxy)hex-5-en-2-yl] 2-[(4S,5S)-5-ethenyl-2,2-dimethyl-1,3-dioxolan-4-yl]acetate
• CAS: 1566591-42-1
• 化学式: C₁₇H₂₈O₆
• 分子量: 328.406
• InChiKey: HGJYISUQQUPAJJ-KBXIAJHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.58
• 重原子数：
  23.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2R,4S)-4-(methoxymethoxy)hex-5-en-2-yl 2-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)acetate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 24.5h， 生成 (4S,5S,8S,10R,E)-4,5,8-trihydroxy-10-methyl-4,5,9,10-tetrahydro-3H-oxecin-2(8H)-one
  参考文献：
  名称：

  A facile chiral pool synthesis of 9-epi-decarestrictine-D, decarestrictine-D and O

  摘要：

  A facile chiral pool total synthesis of 9-epi-decarestrictine-D, decarestrictine-D and O has been achieved from L-(+)-diethyl tartrate. The strategy utilized is conventional and flexible. Wittig homologation and Grubbs ring closing metathesis are the key reactions employed for the synthesis of the title molecules. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.12.008
• 作为产物：
  描述：

  在 4-二甲氨基吡啶 、 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 水 、 丙酮 、 叔丁醇 为溶剂， 反应 24.0h， 生成 (2R,4S)-4-(methoxymethoxy)hex-5-en-2-yl 2-((4S,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)acetate
  参考文献：
  名称：

  A facile chiral pool synthesis of 9-epi-decarestrictine-D, decarestrictine-D and O

  摘要：

  A facile chiral pool total synthesis of 9-epi-decarestrictine-D, decarestrictine-D and O has been achieved from L-(+)-diethyl tartrate. The strategy utilized is conventional and flexible. Wittig homologation and Grubbs ring closing metathesis are the key reactions employed for the synthesis of the title molecules. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.12.008

文献信息

• A facile chiral pool synthesis of 9-epi-decarestrictine-D, decarestrictine-D and O
  作者：Kuchena Vamshikrishna、Garlapati Srinu、Pabbaraja Srihari

  DOI：10.1016/j.tetasy.2013.12.008

  日期：2014.2

  A facile chiral pool total synthesis of 9-epi-decarestrictine-D, decarestrictine-D and O has been achieved from L-(+)-diethyl tartrate. The strategy utilized is conventional and flexible. Wittig homologation and Grubbs ring closing metathesis are the key reactions employed for the synthesis of the title molecules. (C) 2013 Elsevier Ltd. All rights reserved.