trimethyl ethoxyethyloxyphosphonoacetate | 116087-58-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: trimethyl ethoxyethyloxyphosphonoacetate
• 英文别名: methyl 2-dimethoxyphosphoryl-2-(1-ethoxyethoxy)acetate
• CAS: 116087-58-2
• 化学式: C₉H₁₉O₇P
• 分子量: 270.219
• InChiKey: RVFQQQQYRUXTSE-UHFFFAOYSA-N

物化性质

• 沸点：
  342.9±37.0 °C(Predicted)
• 密度：
  1.170±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.37
• 重原子数：
  17.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  80.29
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  trimethyl ethoxyethyloxyphosphonoacetate 生成 cyclohexyl (Z)-3-[(4R,5S)-5-[(R)-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-hydroxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]-2-(methoxymethoxy)prop-2-enoate
  参考文献：
  名称：

  ITO, XIROSI;YAMANOJ, TAKASI

  摘要：

  DOI：
• 作为产物：
  描述：

  二甲氧基亚膦酰羟基乙酸甲酯 生成 trimethyl ethoxyethyloxyphosphonoacetate
  参考文献：
  名称：

  ITO, XIROSI;YAMANOJ, TAKASI

  摘要：

  DOI：

文献信息

• An Improved Synthesis of 24,24-Difluoro-1.ALPHA.,25-dihydroxyvitamin D3 from Readily Available Vitamin D2.
  作者：Kaori ANDO、Fumiaki KOIKE、Fumihiro KONDO、Hiroaki TAKAYAMA

  DOI：10.1248/cpb.43.189

  日期：——

  An improved synthesis of a highly potent vitamin D3 analog, 24, 24-difluoro-1α, 25-dihydroxyvitamin D3 (1b)has been accomplished via vitamin D2-SO2 adducts. The introduction of fluorine atoms was performed by treating the α-keto ester (11) with diethylaminosulfur trifluoride. The total yield was 12.5% from inexpensive vitamin D2 in 11 steps. This sequence is sufficiently straightforward to be conducted on a gram scale.

  通过维生素D2-SO2加合物，完成了一种高效能维生素D3类似物24, 24-二氟-1α, 25-二羟基维生素D3 (1b) 的改进合成。引入氟原子的过程是通过用二乙胺硫三氟化物处理α-酮酯（11）来实现的。该方法从廉价的维生素D2中在11个步骤中获得了12.5%的总产率。这一序列简单明了，足以在克级规模上进行。
• Stereoselective synthesis and structural establishment of (25S)-24,24-difluoro-1α,25,26-trihydroxyvitamin D3, a major metabolite of 24,24-difluoro-1α,25-dihydroxyvitamin D3
  作者：Hiroshi Iwasaki、Ryuzo Hosotani、Yoichi Miyamoto、Yoshio Nakano、Keiko Yamamoto、Sachiko Yamada、Toshimasa Shinki、Tatsuo Suda、Kentaro Yamaguchi、Katsuhiro Konno、Hiroaki Takayama

  DOI：10.1016/s0040-4020(98)00949-1

  日期：1998.12

  (25S)-24,24-Difluoro-1 alpha,25,26-trihydroxyvitamin D-3 (3a) and its (25R)-epimer (3b), either of which is expected to be a major metabolite of 24,24-difluoro-1 alpha,25-dihydroxyvitamin D-3 (2), were synthesized. Asymmetric addition to beta-ketosulfoxides (5a, 5b) of trimethylaluminum was used as a key process to construct the chiral tertiary alcohol moiety of 3a and 3b. The absolute configuration of the tertiary alcohol was determined by X-ray crystallographic analysis of 20 which is a CD-ring analog of the 3a intermediate. The configuration at the C(25) position of the metabolite was established as S by HPLC comparison between the metabolite and chemically synthesized 3a and 3b. (C) 1998 Elsevier Science Ltd. All rights reserved.

  (25S)-24,24-二氟-1α,25,26-三羟基维生素D-3 (3a)及其(25R)-对映体(3b)被合成,其中任何一种预计成为24,24-二氟-1α,25-二羟基维生素D-3 (2)的主要代谢物。三甲基铝对β-酮砜(5a,5b)的不对称加成被用作构建3a和3b的三元醇手性基团的关键步骤。三元醇的绝对构型通过X射线晶体衍射分析确定,使用20作为3a中间体的CD环类似物。代谢物在C(25)位置的构型通过HPLC比较代谢物与化学合成的3a和3b确定为S。版权1998 Elsevier Science Ltd.保留所有权利。
• New acyl anion equivalent. A short route to the enol lactam intermediate in cytochalasin synthesis
  作者：Elichi Nakamura

  DOI：10.1016/s0040-4039(01)92517-1

  日期：1981.1

  Emmons-Horner reactions of various α-alkoxyphosphonoacetates were examined. The latter reactions proceeded with considerable stereoselectivity, which allowed the efficient preparation of an intermediate in cytochalasin synthesis.

  检查了各种α-烷氧基膦酸酯的制备和Emmons-Horner反应。后面的反应以相当大的立体选择性进行，这允许有效制备细胞松弛素合成中的中间体。