3-furyltriphenylphosphonium chloride | 919103-38-1

• 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: 3-furyltriphenylphosphonium chloride
• 英文别名: Phosphine, (3-furanylmethylene)triphenyl-；furan-3-ylmethylidene(triphenyl)-λ5-phosphane
• CAS: 919103-38-1
• 化学式: C₂₃H₁₉OP
• 分子量: 342.377
• InChiKey: SXYWZEXCPPJNAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3S)-4-[2-[(E)-5-(furan-3-yl)-2-methylpent-2-enyl]-1,3-dithian-2-yl]-3-methylbutanal 、 3-furyltriphenylphosphonium chloride 以 四氢呋喃 为溶剂， 生成 、 3-[(E,4S)-5-[2-[(E)-5-(furan-3-yl)-2-methylpent-2-enyl]-1,3-dithian-2-yl]-4-methylpent-1-enyl]furan
  参考文献：
  名称：

  Synthesis of (-)-Untenospongin C, a C21 Furanoterpene Isolated from the Okinawan Sponge Hippospongia Sp.

  摘要：

  Starting with (R)-(+)-citronellol (5), the first enantioselective synthesis of (-)-untenospongin C (1), a C-21 furanoterpene isolated from a marine sponge Hippospongia sp., has been achieved, the present synthesis indicating the absolute configuration of 1 as S.

  DOI：

  10.3987/com-11-12302
• 作为产物：
  描述：

  3-furylmethyl(triphenyl)phosphonium bromide 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 3-furyltriphenylphosphonium chloride
  参考文献：
  名称：

  Synthesis of (-)-Untenospongin C, a C21 Furanoterpene Isolated from the Okinawan Sponge Hippospongia Sp.

  摘要：

  Starting with (R)-(+)-citronellol (5), the first enantioselective synthesis of (-)-untenospongin C (1), a C-21 furanoterpene isolated from a marine sponge Hippospongia sp., has been achieved, the present synthesis indicating the absolute configuration of 1 as S.

  DOI：

  10.3987/com-11-12302

文献信息

• Short Total Syntheses of Both the Putative and Actual Structures of the Clerodane Diterpenoid (±)-Sacacarin by Double Annulation
  作者：Robert B. Grossman、Ravindra M. Rasne

  DOI：10.1021/ol016748j

  日期：2001.12.1

  [GRAPHICS]The putative structure of the naturally occurring clerodane, diterpenoid (+/-)-sacacarin has been prepared in only 10 steps, six of which are C-C bond-forming steps, in a chemo-, regio-, and diastereoselective manner. The key part of the synthesis is the double annulation (double Michael, Pinner, and Dieckmann reaction) of a tethered carbon diacid and 3-butyn-2-one. A corrected structure for sacacarin is proposed, and the structure is proven by synthesis.
• Synthesis of (-)-Untenospongin C, a C21 Furanoterpene Isolated from the Okinawan Sponge Hippospongia Sp.
  作者：Yoshihiro Noda、Shuji Ugajin、Akihiko Yamanaka、Natsuki Mamiya

  DOI：10.3987/com-11-12302

  日期：——

  Starting with (R)-(+)-citronellol (5), the first enantioselective synthesis of (-)-untenospongin C (1), a C-21 furanoterpene isolated from a marine sponge Hippospongia sp., has been achieved, the present synthesis indicating the absolute configuration of 1 as S.