Vinyl-phosphonic acid benzyl ester (3aR,5R,6S,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester | 321747-89-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Vinyl-phosphonic acid benzyl ester (3aR,5R,6S,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester
• 英文别名: (3aR,5R,6S,6aR)-5-ethenyl-6-[ethenyl(phenylmethoxy)phosphoryl]oxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole
• CAS: 321747-89-1
• 化学式: C₁₈H₂₃O₆P
• 分子量: 366.351
• InChiKey: QIAWMQDTLDXUDX-IWBRTKLMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-eno-furanose	7284-07-3	C9H14O4	186.208

反应信息

• 作为反应物：
  描述：

  Vinyl-phosphonic acid benzyl ester (3aR,5R,6S,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 在 钌 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以86%的产率得到(3aR,3bS,7aR,8aR)-5-Benzyloxy-2,2-dimethyl-3a,3b,7a,8a-tetrahydro-1,3,4,8-tetraoxa-5-phospha-cyclopenta[a]indene 5-oxide
  参考文献：
  名称：

  An expeditious route to phosphorus heterocycles based on ring-closing metathesis

  摘要：

  A convenient route for the synthesis of phosphorus diolefinic templates starting from the bifunctional reagent bis(diisopropylamino)vinylphosphine is presented. Ring closing olefin metathesis on this type of diene substrate revealed that the newly developed 4,5-dihydro-imidazol-2-ylidene ruthenium benzylidene complex 4 is in all aspects superior to the previously developed Grubbs' catalyst 1. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01511-2
• 作为产物：
  描述：

  N-[ethenyl(phenylmethoxy)phosphanyl]-N-propan-2-ylpropan-2-amine 在 四氮唑 、 叔丁基过氧化氢 作用下， 以 四氢呋喃 为溶剂， 生成 Vinyl-phosphonic acid benzyl ester (3aR,5R,6S,6aR)-2,2-dimethyl-5-vinyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester
  参考文献：
  名称：

  An expeditious route to phosphorus heterocycles based on ring-closing metathesis

  摘要：

  A convenient route for the synthesis of phosphorus diolefinic templates starting from the bifunctional reagent bis(diisopropylamino)vinylphosphine is presented. Ring closing olefin metathesis on this type of diene substrate revealed that the newly developed 4,5-dihydro-imidazol-2-ylidene ruthenium benzylidene complex 4 is in all aspects superior to the previously developed Grubbs' catalyst 1. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01511-2

文献信息

• An expeditious route to phosphorus heterocycles based on ring-closing metathesis
  作者：Mattie S.M Timmer、Huib Ovaa、Dmitri V Filippov、Gijs A van der Marel、Jacques H van Boom

  DOI：10.1016/s0040-4039(00)01511-2

  日期：2000.10

  A convenient route for the synthesis of phosphorus diolefinic templates starting from the bifunctional reagent bis(diisopropylamino)vinylphosphine is presented. Ring closing olefin metathesis on this type of diene substrate revealed that the newly developed 4,5-dihydro-imidazol-2-ylidene ruthenium benzylidene complex 4 is in all aspects superior to the previously developed Grubbs' catalyst 1. (C) 2000 Elsevier Science Ltd. All rights reserved.