diethyl (Z)-1-butenylphosphonate | 18689-35-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl (Z)-1-butenylphosphonate
• 英文别名: cis-1-Buten-phosphonsaeurediethylester；cis-Buten-(1)-yl-phosphonsaeure-diethylester；(Z)-1-diethoxyphosphorylbut-1-ene
• CAS: 18689-35-5
• 化学式: C₈H₁₇O₃P
• 分子量: 192.195
• InChiKey: KSTYTXAJJAFEMN-FPLPWBNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  diethyl (Z)-1-butenylphosphonate 在 三甲基溴硅烷 作用下， 以 四氯化碳 为溶剂， 反应 18.0h， 生成 (Z)-1-butenylphosphonic acid
  参考文献：
  名称：

  On the conversion of structural analogues of (S)-2-hydroxypropylphosphonic acid to epoxides by the final enzyme of fosfomycin biosynthesis in S. fradiae

  摘要：

  2-Hydroxyethyl- and (S)-2-hydroxybutylphosphonic acid were prepared, starting in the latter case from (S)-2-aminobutyric acid. They were fed to cultures of Streptomyces fradiae producing fosfomycin. Only the latter (150 mu g/mL of medium) was converted to the ethyl analogue of fosfomycin, isolated as 2-amino-1-hydroxybutylphosphonic acid (3%)in admixture with 2-amino-1-hydroxypropylphosphonic acid (97%) derived from fosfomycin. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.012
• 作为产物：
  描述：

  二乙基(苯基硫代甲基)磷酸酯 在 正丁基锂 、 间氯过氧苯甲酸 作用下， 反应 4.83h， 生成 diethyl (Z)-1-butenylphosphonate
  参考文献：
  名称：

  1-烯烃膦酸二乙酯的简便合成

  摘要：

  DOI：

  10.1055/s-1982-29994

文献信息

• A One Step Generation of α-Lithiotrimethylsilylalkanephosphonates. A New Preparative Route to Dialkyl 1-(Trimethylsilyl)alkanephosphonates and Vinylphosphonates
  作者：Elie Elia Aboujaoude、Stephane Liétjé、Noël Collignon、Marie Paule Teulade、Philippe Savignac

  DOI：10.1055/s-1986-31828

  日期：——
• A Convenient Synthesis of Diethyl 1-Alkenephosphonates
  作者：Toru Koizumi、Nobuyuki Tanaka、Masanori Iwata、Eiichi Yoshii

  DOI：10.1055/s-1982-29994

  日期：——
• On the conversion of structural analogues of (S)-2-hydroxypropylphosphonic acid to epoxides by the final enzyme of fosfomycin biosynthesis in S. fradiae
  作者：Anna Schweifer、Friedrich Hammerschmidt

  DOI：10.1016/j.bmcl.2007.12.012

  日期：2008.5

  2-Hydroxyethyl- and (S)-2-hydroxybutylphosphonic acid were prepared, starting in the latter case from (S)-2-aminobutyric acid. They were fed to cultures of Streptomyces fradiae producing fosfomycin. Only the latter (150 mu g/mL of medium) was converted to the ethyl analogue of fosfomycin, isolated as 2-amino-1-hydroxybutylphosphonic acid (3%)in admixture with 2-amino-1-hydroxypropylphosphonic acid (97%) derived from fosfomycin. (c) 2008 Elsevier Ltd. All rights reserved.