1(3),4(6),5,6(4)-tetra-O-acetyl-sn-myoinositol

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1(3),4(6),5,6(4)-tetra-O-acetyl-sn-myoinositol
• 英文别名: 3,4,5,6-Tetra-O-acetyl-D-myo-inositol；[(1S,2R,3R,4S,5R,6S)-2,3,4-triacetyloxy-5,6-dihydroxycyclohexyl] acetate
• 化学式: C₁₄H₂₀O₁₀
• 分子量: 348.307
• InChiKey: ZQLBHQSQMQLFBM-XNBXPENISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  146
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1(3),4(6),5,6(4)-tetra-O-acetyl-sn-myoinositol 在 三乙胺 、 三甲氧基磷 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 8.0h， 生成 (+)-conduritol B
  参考文献：
  名称：

  改进的Conduritol B环氧化合物的合成。

  摘要：

  DOI：

  10.1016/0008-6215(85)85015-1
• 作为产物：
  描述：

  Inositol 生成 1(3),4(6),5,6(4)-tetra-O-acetyl-sn-myoinositol
  参考文献：
  名称：

  Synthesis of branched-chain cyclitols using a palladium(0)-catalysed allylic coupling reaction

  摘要：

  A carbanion derived from Meldrum's acid was used in a palladium(O)-catalysed allylic substitution reaction to prepare stereospecifically branched-chain cyclitols from the symmetrical 1,2,3,4,-tetraacetoxycyclohex-5-ene (4).

  DOI：

  10.1016/s0040-4039(00)74357-7

文献信息

• An efficient phosphorylation method using a new phosphitylating agent, 2-diethylamino-1,3,2-benzodioxaphosphepane
  作者：Yutaka Watanabe、Yasunobu Komoda、Katsumi Ebisuya、Shoichiro Ozaki

  DOI：10.1016/s0040-4039(00)94385-5

  日期：1990.1

  A variety of alcohols containing polyols like inositol derivatives were efficiently phosphitylated by the reaction with 2-diethylamino-1,3,2-benzodioxaphosphepane in the presence of tetrazole and the resulting phosphites were oxidized with m CPBA or sulfur to yield the corresponding phosphates or thiophosphatea in excellent yields.

  各种含肌醇等多元醇衍生物的醇的被有效利用反应在四唑的存在下2-二乙基氨基-1,3,2- benzodioxaphosphepane磷脂酰化，并将所得亚磷酸酯用氧化米CPBA或硫，得到相应的磷酸酯或thiophosphatea高产。
• Aminocyclitols. VIII. A Synthesis of Inosamines and Inosadiamines
  作者：Tetsuo Suami、Frieder W. Lichtenthaler、Seiichiro Ogawa

  DOI：10.1246/bcsj.39.170

  日期：1966.1

  muco-Inosamine-1, scyllo-inosamine, muco-inosadiamine-1,5 and myo-inosadiamine-1,2 have been synthesized from myo-inositol. Their structures have also been established by a study of the NMR spectra of their acetyl derivatives. When 1, 4, 5, 6-tetra-O-acetyl-3-O-mesyl-myo-inositol is treated with sodium azide in boiling aqueous 2-methoxyethanol, an azido derivative is obtained. The azido compound is

  muco-Inosamine-1、scyllo-inosamine、muco-inosadiamine-1,5 和 myo-inosadiamine-1,2 已由肌醇合成。它们的结构也已通过对其乙酰衍生物的 NMR 谱的研究确定。当 1, 4, 5, 6-四-O-乙酰基-3-O-甲磺酰基-肌醇在沸腾的 2-甲氧基乙醇水溶液中用叠氮化钠处理时，得到叠氮衍生物。叠氮化合物在催化剂存在下氢化，随后乙酰化得到 muco-inosamine-1。该反应的立体化学过程被认为是一种嵌合反应。当使用 2,3-di-O-mesyl-myo-inositol 四乙酸酯进行类似反应时，得到 myo-inosadiamine-1,2 或 muco-inosadiamine-1,5 作为主要产物，具体取决于所用的溶剂.
• Aminocyclitols. 36. Chlorination and Dechlorination of Aminocyclitol and Inositol Derivatives. Preparation of Dideoxy-and Trideoxystreptamines
  作者：Seiichiro Ogawa、Yuji Hongo、Hitoshi Fujimori、Keiji Iwata、Akira Kasuga、Tetsuo Suami

  DOI：10.1246/bcsj.51.2957

  日期：1978.10

  Chlorination of four aminocyclitol and six inositol derivatives with sulfuryl chloride gave the chloro substitution products, which were then dechlorinated by hydrogenolysis with Raney nickel or by treatment with tributyltin(IV) hydride giving the corresponding deoxy compounds. Several useful aminocyclitols, including 2,4-dideoxy- and 2,4,5-trideoxystreptamines, were prepared from 2-deoxystreptamine derivatives by these procedures.

  用硫酰氯对四种氨基环糖醇和六种肌醇衍生物进行氯化，得到氯取代产物，然后用雷尼镍进行氢解或用氢化三丁基锡（IV）进行脱氯处理，得到相应的脱氧化合物。通过这些方法，从 2-脱氧链霉胺衍生物中制备出了几种有用的氨基环醇，包括 2,4- 二脱氧链霉胺和 2,4,5- 三脱氧链霉胺。
• Compounds and Compositions for the Detection and Treatment of Alzheimer's Disease and Related Disorders
  申请人：Elmaleh David R.

  公开号：US20110060138A1

  公开（公告）日：2011-03-10

  One aspect of the present invention relates to compounds, compositions and methods for diagnosis and/or treatment of a subject suffering from an amyloidosis-associated pathological condition. In certain embodiments, the imaging and/or therapeutic agents of the instant invention may be administered to a subject for identification and/or treatment of amyloid deposits. A specific imaging method detects amyloid deposits by administering the imaging agent to the subject and detecting the spatial distribution of the agent. Differential accumulation of the agent is indicative of AD or an amyloidosis-associated pathological condition and can be monitored by using a PET or SPECT camera.

  本发明的一个方面涉及化合物、组合物和方法，用于诊断和/或治疗患有淀粉样变性相关病理状况的受试者。在某些实施例中，本发明的成像和/或治疗剂可以被注射给受试者，以便识别和/或治疗淀粉样沉积。一种特定的成像方法通过将成像剂注射给受试者并检测剂的空间分布来检测淀粉样沉积。剂的差异积累表明AD或淀粉样变性相关病理状况，并可以通过使用PET或SPECT相机进行监测。
• Compounds and compositions for the detection and treatment of Alzheimer's disease and related disorders
  申请人：The General Hospital Corporation

  公开号：US10857247B2

  公开（公告）日：2020-12-08

  One aspect of the present invention relates to compounds, compositions and methods for diagnosis and/or treatment of a subject suffering from an amyloidosis-associated pathological condition. In certain embodiments, the imaging and/or therapeutic agents of the instant invention may be administered to a subject for identification and/or treatment of amyloid deposits. A specific imaging method detects amyloid deposits by administering the imaging agent to the subject and detecting the spatial distribution of the agent. Differential accumulation of the agent is indicative of AD or an amyloidosis-associated pathological condition and can be monitored by using a PET or SPECT camera.

  本发明的一个方面涉及用于诊断和/或治疗淀粉样变性相关病症的化合物、组合物和方法。在某些实施方案中，本发明的成像剂和/或治疗剂可用于受试者淀粉样蛋白沉积的鉴定和/或治疗。具体的成像方法是通过向受试者施用成像剂并检测成像剂的空间分布来检测淀粉样蛋白沉积。淀粉样蛋白沉积物的不同程度的积聚表明了多发性硬化症或与淀粉样蛋白沉积相关的病理状况，可使用 PET 或 SPECT 相机进行监测。