3-Aza-2-oxabicyclo[2.2.1]heptane-3-carboxylic acid, (phenylmethyl) ester | 124555-40-4

• 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: 3-Aza-2-oxabicyclo[2.2.1]heptane-3-carboxylic acid, (phenylmethyl) ester
• 英文别名: benzyl 2-oxa-3-azabicyclo[2.2.1]heptane-3-carboxylate
• CAS: 124555-40-4
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: FUQCVUWXULZYFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Aza-2-oxabicyclo[2.2.1]heptane-3-carboxylic acid, (phenylmethyl) ester 在 锌 锌 、 盐酸 、 乙酸乙酯 、 Brine 、 cyclohexane, ethyl acetate 作用下， 以 溶剂黄146 、 水 为溶剂， 反应 24.0h， 以gave an oil (120 mg) which的产率得到benzyl N-[(1S,3R)-rel-3-hydroxycyclopentyl]carbamate
  参考文献：
  名称：

  2,N-6-disubstituted adenosines and their antihypertensive methods of use

  摘要：

  公式（I）的化合物 其中X代表氢原子、氯原子或甲基基团；R代表含有5至8个碳原子的环状烷基或环状烯基环，该环被羟基取代，并且可以被C.sub.1-6烷基取代，以及其盐和溶剂化物。已发现这些新化合物具有抗脂解作用等活性。本文还描述了制备公式（I）化合物的方法和含有它们的组合物。

  公开号：

  US05032583A1
• 作为产物：
  描述：

  3-噁-2-氮杂双环[2.2.1]-5-庚烯-2-羧酸苄酯 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 14.0h， 以97%的产率得到3-Aza-2-oxabicyclo[2.2.1]heptane-3-carboxylic acid, (phenylmethyl) ester
  参考文献：
  名称：

  2-Aza-3-oxabicyclo[2.2.1]heptene hydrochloride: An exceptionally versatile synthon for carbocyclic sugars and nucleosides

  摘要：

  The transformation of cyclopentadiene to 5'-desmethylene 1'-aza carbocyclic sugars has been achieved in four steps: 1. Cycloaddition of chloronitrosocyclohexane to 2-aza-3-oxabicyclo[2.2.1]heptene hydrochloride in EtOH-Et(2)O, 2. Nitrogen functionalization, 3. cis hydroxylation and 4. N-O bond cleavage. The protocols provided enable practical access to a range of 5'-desmethylene carbocyclic sugar analogs whose utility has been illustrated with synthesis of a novel 5'-desmethylene analog of aristeromycin. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00057-4

文献信息

• 2-Aza-3-oxabicyclo[2.2.1]heptene hydrochloride: An exceptionally versatile synthon for carbocyclic sugars and nucleosides
  作者：Subramania Ranganathan、K.Shaji George

  DOI：10.1016/s0040-4020(97)00057-4

  日期：1997.3

  The transformation of cyclopentadiene to 5'-desmethylene 1'-aza carbocyclic sugars has been achieved in four steps: 1. Cycloaddition of chloronitrosocyclohexane to 2-aza-3-oxabicyclo[2.2.1]heptene hydrochloride in EtOH-Et(2)O, 2. Nitrogen functionalization, 3. cis hydroxylation and 4. N-O bond cleavage. The protocols provided enable practical access to a range of 5'-desmethylene carbocyclic sugar analogs whose utility has been illustrated with synthesis of a novel 5'-desmethylene analog of aristeromycin. (C) 1997 Elsevier Science Ltd.
• 2,N-6-disubstituted adenosines and their antihypertensive methods of use
  申请人：Glaxo Group Limited

  公开号：US05032583A1

  公开（公告）日：1991-07-16

  Compounds of formula (I) ##STR1## wherein X represents a hydrogen or chlorine atom, or a methyl group; and R represents a cycloalkyl or cycloalkenyl ring containing 5 to 8 carbon atoms, which ring is substituted by a hydroxy group, and is optionally substituted by a C.sub.1-6 alkyl group and salts and solvates thereof. The new compounds have been found to exhibit activities such as an anti-lipolytic action. Processes for preparing the compounds of formula (I) and compositions containing them are also described.

  公式（I）的化合物 其中X代表氢原子、氯原子或甲基基团；R代表含有5至8个碳原子的环状烷基或环状烯基环，该环被羟基取代，并且可以被C.sub.1-6烷基取代，以及其盐和溶剂化物。已发现这些新化合物具有抗脂解作用等活性。本文还描述了制备公式（I）化合物的方法和含有它们的组合物。