(3aR,6aR)-2,2,5-trimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one | 332913-31-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,6aR)-2,2,5-trimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one
• 英文别名: (3aR,6aR)-2,2,5-trimethyl-3a,6a-dihydrocyclopenta[d][1,3]dioxol-4-one
• CAS: 332913-31-2
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: CSYGAUFNXAFIAE-HTRCEHHLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3aR,6aR)-2,2,5-trimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one 在 palladium on activated charcoal 盐酸 、 sodium periodate 、 lithium aluminium tetrahydride 、 氢气 、 三乙酰氧基硼氢化钠 、 碳酸氢钠 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 、 水 为溶剂， 生成 5-methoxy-3a,8-dimethyl-3,3a,8,8a-tetrahydro-2H-furo[2,3-b]indole
  参考文献：
  名称：

  7,7-Dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of ketodicyclopentadiene: a new route to (−)-physostigmine, (−)-physovenine, and (−)-aphanorphine

  摘要：

  A new diastercocontrolled route to three alkaloids having a quaternary benzylic stereogenic center, (-)-physostigmine, (-)-physovenine, and (-)-aphanorphine, has been developed using enantiopure 7,7-dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of chiral cyclopentadienone. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02171-7
• 作为产物：
  描述：

  替格瑞洛杂质128 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 pyridinium dichlorochromate 、 magnesium 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 15.17h， 生成 (3aR,6aR)-2,2,5-trimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one
  参考文献：
  名称：

  Synthesis of 4a-carba-β-l-lyxofuranose, 4a-carba-β-l-arabinofuranose and 2,2,5-trimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one using Mn/CrCl3 mediated domino reactions and ring closing metathesis

  摘要：

  A common method for the synthesis of 4a-carba-beta-L-lyxofuranose and 4a-carba-beta-L-arabinofuranose from D-mannose and 2,2,5-trimethy1-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one from o-ribose is described using catalytic Nozaki-Hiyama-Kishi (NHK) conditions and ring closing metathesis (RCM). In this transformation, omega-deoxy-omega-iodo manno/ribo furanoside undergoes reductive elimination in the presence of Mn/CrCl3 to give the corresponding olefin-aldehyde which was trapped by nucleophile under the same conditions to afford the desired diolefinic species. The ring closing metathesis reaction on these diolefinic species with Grubbs second generation catalyst produced the required carbocycles. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.07.014

文献信息

• AHCY HYDROLASE INHIBITORS FOR TREATMENT OF HYPER HOMOCYSTEINEMIA
  申请人：Converso Antonella

  公开号：US20110160229A1

  公开（公告）日：2011-06-30

  The present invention is directed to AHCY inhibitors of formula (I): which are useful in the treatment of diseases characterized by high homocysteine levels, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising the compounds, and to the use of the compounds and compositions in the treatment of diseases characterized by high homocysteine levels.

  本发明涉及式(I)的AHCY抑制剂，对于治疗高同型半胱氨酸水平疾病（如阿尔茨海默病）具有益处。该发明还涉及包含这些化合物的药物组合物，以及在治疗高同型半胱氨酸水平疾病中使用这些化合物和组合物。
• A Catalytic Method for Converting Vinylic Furanoses into Cyclopentenones
  作者：Julien Petrignet、Ireddy Prathap、Srivari Chandrasekhar、Jhillu Singh Yadav、René Grée

  DOI：10.1002/anie.200701663

  日期：2007.8.20
• US8629275B2
  申请人：——

  公开号：US8629275B2

  公开（公告）日：2014-01-14