4-Methoxy-benzoic acid (S)-2-methyl-1,4-dioxa-spiro[4.4]non-2-ylmethyl ester | 609842-64-0

• 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: 4-Methoxy-benzoic acid (S)-2-methyl-1,4-dioxa-spiro[4.4]non-2-ylmethyl ester
• 英文别名: [(3S)-3-methyl-1,4-dioxaspiro[4.4]nonan-3-yl]methyl 4-methoxybenzoate
• CAS: 609842-64-0
• 化学式: C₁₇H₂₂O₅
• 分子量: 306.359
• InChiKey: PSXYQTALMAHHKY-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Methoxy-benzoic acid (S)-2-methyl-1,4-dioxa-spiro[4.4]non-2-ylmethyl ester 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 N-氯代丁二酰亚胺 、 正丁基锂 、 sodium methylate 、 二异丁基氢化铝 、 戴斯-马丁氧化剂 、 (+)-Weinsaeure-diethylester 、 三苯基膦 、 methyloxirane 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 苯 为溶剂， 生成 (R)-1-[(S)-2-methyl-1,4-dioxaspiro[4.4]nonan-2-yl]prop-2-yn-1-ol
  参考文献：
  名称：

  Total synthesis of nafuredin-γ, a γ-lactone related to nafuredin with selective inhibitory activity against NADH-fumarate reductase

  摘要：

  Nafuredin-gamma (2) converted from nafuredin (1) under mild basic conditions showed the same inhibitory activity and selectivity against NADH-fumarate reductase as 1. Total synthesis of 2, a proposed active form of 1, has been accomplished by a convergent approach using Stille coupling. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01583-1
• 作为产物：
  描述：

  1,1-二甲氧基环戊烷 、 (S)-3-((4-甲氧基苯甲酰基)氧基)-2-甲基-1,2-丙二醇 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 乙腈 为溶剂， 以99%的产率得到4-Methoxy-benzoic acid (S)-2-methyl-1,4-dioxa-spiro[4.4]non-2-ylmethyl ester
  参考文献：
  名称：

  Total synthesis of nafuredin-γ, a γ-lactone related to nafuredin with selective inhibitory activity against NADH-fumarate reductase

  摘要：

  Nafuredin-gamma (2) converted from nafuredin (1) under mild basic conditions showed the same inhibitory activity and selectivity against NADH-fumarate reductase as 1. Total synthesis of 2, a proposed active form of 1, has been accomplished by a convergent approach using Stille coupling. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01583-1

文献信息

• Total synthesis of nafuredin-γ, a γ-lactone related to nafuredin with selective inhibitory activity against NADH-fumarate reductase
  作者：Tohru Nagamitsu、Daisuke Takano、Kazuro Shiomi、Hideaki Ui、Yuichi Yamaguchi、Rokuro Masuma、Yoshihiro Harigaya、Isao Kuwajima、Satoshi Ōmura

  DOI：10.1016/s0040-4039(03)01583-1

  日期：2003.8

  Nafuredin-gamma (2) converted from nafuredin (1) under mild basic conditions showed the same inhibitory activity and selectivity against NADH-fumarate reductase as 1. Total synthesis of 2, a proposed active form of 1, has been accomplished by a convergent approach using Stille coupling. (C) 2003 Elsevier Ltd. All rights reserved.