4-(N-carbohydroxamc acid)-10,10-dimethyl-5-thia-4-aza-tricyclo[5,2,1,0^3,7]-decane-5,5-dioxide | 139331-02-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-(N-carbohydroxamc acid)-10,10-dimethyl-5-thia-4-aza-tricyclo[5,2,1,0^3,7]-decane-5,5-dioxide
• 英文别名: (S,R,R)-Elenor Amination Reagent；(1S,5R,7R)-N-hydroxy-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01,5]decane-4-carboxamide
• CAS: 139331-02-5
• 化学式: C₁₁H₁₈N₂O₄S
• 分子量: 274.341
• InChiKey: FYSORZDAOUCPGD-SOCHQFKDSA-N

物化性质

• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  95.1
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  4-(N-carbohydroxamc acid)-10,10-dimethyl-5-thia-4-aza-tricyclo[5,2,1,0^3,7]-decane-5,5-dioxide 在 甲醇 、 tetraethylammonium metaperiodate 作用下， 以 二氯甲烷 为溶剂， 生成 3-Benzyl-2-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-6-isopropoxy-[1,2,5]oxadiazinan-4-one
  参考文献：
  名称：

  Asymmetric Diels-Alder reactions of a nitroso compound derived from D-bornane-10,2-sultam

  摘要：

  Acylnitroso dienophile 3 derived from D-bornane-10,2-sultam undergoes cycloaddition with high yields and complete facial selectivity to cyclopentadiene and cyclohexadiene. When the nitroso group is attached to the sultam nitrogen, it is no longer reactive in Diels-Alder reactions.

  DOI：

  10.1016/s0957-4166(00)80015-4
• 作为产物：
  描述：

  (2R)-bornane-10,2-sultam 以41%的产率得到4-(N-carbohydroxamc acid)-10,10-dimethyl-5-thia-4-aza-tricyclo[5,2,1,0^3,7]-decane-5,5-dioxide
  参考文献：
  名称：

  Asymmetric Diels-Alder reactions of a nitroso compound derived from D-bornane-10,2-sultam

  摘要：

  Acylnitroso dienophile 3 derived from D-bornane-10,2-sultam undergoes cycloaddition with high yields and complete facial selectivity to cyclopentadiene and cyclohexadiene. When the nitroso group is attached to the sultam nitrogen, it is no longer reactive in Diels-Alder reactions.

  DOI：

  10.1016/s0957-4166(00)80015-4

文献信息

• A Formal Asymmetric Synthesis of (−)-Epibatidine Using a Highly Diastereoselective Hetero Diels–Alder Reaction 1
  作者：Isabelle Cabanal-Duvillard、Jean-François Berrien、Léon Ghosez、Henri-Philippe Husson、Jacques Royer

  DOI：10.1016/s0040-4020(00)00284-2

  日期：2000.6

  A formal asymmetric synthesis of (−)-epibatidine is reported. The key step of the synthesis is a regio- and diastereoselective cycloaddition of silyloxycyclohexadiene with the acylnitroso dienophile derived from (+)-camphorsultam. The resulting cycloadduct was readily transformed into the N-protected-7-azabicyclo[2.2.1]heptan-2-one derivative which has previously been transformed into (−)-epibatidine

  报道了（-）-表哌丁啶的形式不对称合成。合成的关键步骤是甲硅烷氧基环己二烯与衍生自（+）-樟脑磺草胺的酰基亚硝基二烯亲和体的区域和非对映选择性环加成。所得的环加合物易于转化为N-保护的-7-氮杂双环[2.2.1]庚-2--2-酮衍生物，该衍生物先前已转化为（-）-依巴替丁。
• 光学纯环氨基醇及其盐的制备
  申请人：安徽贝克生物制药有限公司

  公开号：CN110642726A

  公开（公告）日：2020-01-03

  本发明涉及化学制药领域，具体涉及光学纯环氨基醇及其盐的制备方法。所述方法包括：1)催化氢化：化合物(12)经催化氢化得到化合物(13)；2)水解：将催化氢化步骤得到的化合物(13)进行水解得到化合物(1)。
• New acylnitroso compounds for the asymmetric oxyamination of dienes
  作者：V. Gouverneur、S.J. McCarthy、C. Mineur、D. Belotti、G. Dive、L. Ghosez

  DOI：10.1016/s0040-4020(98)00504-3

  日期：1998.8

  A series of new enantiomerically pure acylnitroso compounds have been prepared and tested as dienophiles for the asymmetric oxyamination of dienes. Very high selectivities were obtained with acylnitroso compounds derived from diphenylmethoxymethyl pyrrolidine 2c, the C-2-symmetric pyrrolidines 2d-e and camphorsultam 2f. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Asymmetric Diels-Alder reactions of a nitroso compound derived from D-bornane-10,2-sultam
  作者：Véronique Gouverneur、Georges Dive、Léon Ghosez

  DOI：10.1016/s0957-4166(00)80015-4

  日期：1991.1

  Acylnitroso dienophile 3 derived from D-bornane-10,2-sultam undergoes cycloaddition with high yields and complete facial selectivity to cyclopentadiene and cyclohexadiene. When the nitroso group is attached to the sultam nitrogen, it is no longer reactive in Diels-Alder reactions.