Dibenzyl oxane-4,4-dicarboxylate | 573658-96-5

• 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: Dibenzyl oxane-4,4-dicarboxylate
• CAS: 573658-96-5
• 化学式: C₂₁H₂₂O₅
• 分子量: 354.403
• InChiKey: BMNJASYIIVRXQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Dibenzyl oxane-4,4-dicarboxylate 在 草酰氯 、 四丁基氟化铵 、 三乙酰氧基硼氢化钠 、 二异丁基氢化铝 、 二甲基亚砜 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 4-[(3S,4S)-3-[4-(5-Benzyl-2-ethyl-2H-pyrazol-3-yl)-piperidin-1-ylmethyl]-4-(3-fluoro-phenyl)-pyrrolidin-1-ylmethyl]-tetrahydro-pyran-4-carboxylic acid benzyl ester
  参考文献：
  名称：

  CCR5 Antagonists:  3-(Pyrrolidin-1-yl)propionic Acid Analogues with Potent Anti-HIV Activity

  摘要：

  graphicA novel approach to alpha,alpha-disubstituted-beta-amino acids (beta(2,2)-amino acids) was employed in the synthesis of a series of 3-(pyrrolidin-1-yl)-propionic acids possessing high affinity for the CCR5 receptor and potent anti-HIV activity. The rat pharmacokinetics for these new analogues featured higher bioavailabilities and lower rates of clearance as compared to cyclopentane 1.

  DOI：

  10.1021/ol034707c
• 作为产物：
  描述：

  二苄基马来酸酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 生成 Dibenzyl oxane-4,4-dicarboxylate
  参考文献：
  名称：

  CCR5 Antagonists:  3-(Pyrrolidin-1-yl)propionic Acid Analogues with Potent Anti-HIV Activity

  摘要：

  graphicA novel approach to alpha,alpha-disubstituted-beta-amino acids (beta(2,2)-amino acids) was employed in the synthesis of a series of 3-(pyrrolidin-1-yl)-propionic acids possessing high affinity for the CCR5 receptor and potent anti-HIV activity. The rat pharmacokinetics for these new analogues featured higher bioavailabilities and lower rates of clearance as compared to cyclopentane 1.

  DOI：

  10.1021/ol034707c

文献信息

• Method for producing nitrile compound, carboxylic acid compound or carboxylate compound
  申请人：Nishino Shigeyoshi

  公开号：US20060287541A1

  公开（公告）日：2006-12-21

  The present invention discloses a process for preparing a nitrile compound, a carboxylic acid compound or a carboxylic acid ester compound represented by the formula (2): wherein R represents a cyano group, a carboxyl group or an ester group, R 1 and R 2 each represent a group which does not participate in the reaction, which may have a substituent, and R 1 and R 2 may be combined to each other to form a ring, which comprises subjecting an acetic acid compound represented by the formula (1): wherein R, R 1 and R 2 have the same meanings as defined above, to decarboxylation in the presence of a metal catalyst.

  本发明公开了一种制备由式（2）表示的腈化合物、羧酸化合物或羧酸酯化合物的方法：其中R表示氰基、羧基或酯基，R1和R2各自表示不参与反应的基团，可以具有取代基，并且R1和R2可以结合形成环。该方法包括在金属催化剂存在下对由式（1）表示的乙酸化合物进行脱羧反应。其中，R、R1和R2的含义与上述相同。
• METHOD FOR PRODUCING NITRILE COMPOUND, CARBOXYLIC ACID COMPOUND OR CARBOXYLATE COMPOUND
  申请人：Ube Industries, Ltd.

  公开号：EP1671937A1

  公开（公告）日：2006-06-21

  The present invention discloses a process for preparing a nitrile compound, a carboxylic acid compound or a carboxylic acid ester compound represented by the formula (2): wherein R represents a cyano group, a carboxyl group or an ester group, R1 and R2 each represent a group which does not participate in the reaction, which may have a substituent, and R1 and R2 may be combined to each other to form a ring, which comprises subjecting an acetic acid compound represented by the formula (1): wherein R, R1 and R2 have the same meanings as defined above, to decarboxylation in the presence of a metal catalyst.

  本发明公开了一种制备由式（2）表示的腈化合物、羧酸化合物或羧酸酯化合物的工艺： 其中 R 代表氰基、羧基或酯基，R1 和 R2 各代表一个不参与反应的基团，该基团可具有取代基，且 R1 和 R2 可相互结合形成一个环、 其中包括将由式（1）代表的乙酸化合物进行反应： 其中 R、R1 和 R2 的含义与上述定义相同、 在金属催化剂存在下进行脱羧反应。
• US7300953B2
  申请人：——

  公开号：US7300953B2

  公开（公告）日：2007-11-27
• CCR5 Antagonists:  3-(Pyrrolidin-1-yl)propionic Acid Analogues with Potent Anti-HIV Activity
  作者：Christopher L. Lynch、Jeffrey J. Hale、Richard J. Budhu、Amy L. Gentry、Paul E. Finke、Charles G. Caldwell、Sander G. Mills、Malcolm MacCoss、Dong-Ming Shen、Kevin T. Chapman、Lorraine Malkowitz、Martin S. Springer、Sandra L. Gould、Julie A. DeMartino、Salvatore J. Siciliano、Margaret A. Cascieri、Anthony Carella、Gwen Carver、Karen Holmes、William A. Schleif、Renee Danzeisen、Daria Hazuda、Joseph Kessler、Janet Lineberger、Michael Miller、Emilio Emini

  DOI：10.1021/ol034707c

  日期：2003.7.1

  graphicA novel approach to alpha,alpha-disubstituted-beta-amino acids (beta(2,2)-amino acids) was employed in the synthesis of a series of 3-(pyrrolidin-1-yl)-propionic acids possessing high affinity for the CCR5 receptor and potent anti-HIV activity. The rat pharmacokinetics for these new analogues featured higher bioavailabilities and lower rates of clearance as compared to cyclopentane 1.