1,2-O-isopropylidene-D-glucofuranose | 211686-30-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-O-isopropylidene-D-glucofuranose
• 英文别名: 1,2-O-Isopropyliden-D-glucose-¹⁴C；1,2-Isopropyliden-α-D-glucofuranose；(1R)-1-[(5R,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
• CAS: 211686-30-5
• 化学式: C₉H₁₆O₆
• 分子量: 220.222
• InChiKey: BGGCXQKYCBBHAH-ZTVVOAFPSA-N

物化性质

• 沸点：
  422.4±40.0 °C(Predicted)
• 密度：
  1.358±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  88.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,2-O-isopropylidene-D-glucofuranose 在 sodium periodate 、 碳酸氢钠 作用下， 以 水 为溶剂， 反应 1.0h， 生成 (5S,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde
  参考文献：
  名称：

  A novel application of “benzotriazole” methodology : Reactions of polyhydroxylated bis-(benzotriazolyl) piperidines with mono- and bidentate nucleophiles.

  摘要：

  A variety of 2,6 substituted trihydroxy piperidines 4 was synthesized with stereocontrol from the corresponding 2,6 bis-(Benzotriazolyl) trihydroxy piperidine 9, which in turn was prepared from 1,2-O-isopropylidene-D-glucofuranose 5 employing a simple, two step chemical manipulation. These products are potential glycosidase inhibitors and can be transformed to other useful chiral products.

  DOI：

  10.1016/s0040-4039(00)79279-3
• 作为产物：
  描述：

  1,2:5,6-di-O-isopropylidene-D-glucofuranoside 在 silica-supported H₂SO₄ 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以83%的产率得到1,2-O-isopropylidene-D-glucofuranose
  参考文献：
  名称：

  H2SO4-silica-promoted ‘on-column’ removal of benzylidene, isopropylidene, trityl and tert-butyldimethylsilyl groups

  摘要：

  H2SO4-silica-promoted removal of benzylidene, isopropylidene, trityl and tert-butyldimethylsilyl groups from sugar derivatives was accomplished by following an 'on-column' Protocol in a virtually waste-free condition. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.10.003

文献信息

• Simple and Efficient Chemoselective Mild Deprotection of Acetals and Ketals Using Cerium(III) Triflate
  作者：Renato Dalpozzo、Antonio De Nino、Loredana Maiuolo、Antonio Procopio、Antonio Tagarelli、Giovanni Sindona、Giuseppe Bartoli

  DOI：10.1021/jo0260387

  日期：2002.12.1

  A new and chemoselective method for the cleavage of alkyl and cyclic acetals and ketals at room temperature in wet nitromethane by using catalytic cerium(III) trifluoromethane sulfonate is presented. The high yields, the observed selectivity, the very gentle reaction conditions, and the almost neutral pH make this procedure particularly attractive for multistep synthesis.

  提出了一种新的化学选择性方法，该方法是使用三氟甲烷磺酸铈（III）催化在室温下在湿的硝基甲烷中裂解烷基，环状缩醛和缩酮。高收率，观察到的选择性，非常温和的反应条件以及几乎中性的pH值使得该方法特别适合多步合成。
• A Green Method for Selective Acetylation of Primary Alcohols using Ethyl Acetate and Solid Potassium Carbonate
  作者：N. Mallesha、S. Prahlada Rao、R. Suhas、D. Channe Gowda

  DOI：10.3184/174751911x13155057300536

  日期：2011.9

  A simple and selective acetylation of primary alcohols in the presence of other reactive functionalities such as secondary alcohol, phenol, acetonide and amine is described using mild ethyl acetate as the acetyl-transfer agent and solid potassium carbonate as the catalyst.

  描述了使用温和的乙酸乙酯作为乙酰转移剂和固体碳酸钾作为催化剂，在其他反应性官能团（如仲醇、苯酚、丙酮化物和胺）存在下，伯醇的简单和选择性乙酰化。
• Glucidic esters of branched carboxylic acids capable of inducing erythroid cellular differentiation
  申请人：ASSOCIAZIONE VENETA PER LA LOTTA ALLA TALASSEMIA

  公开号：EP1004590A2

  公开（公告）日：2000-05-31

  The present invention provides compounds which are esters of a carbohydrate, constituted by a carbohydrate unit or a glycoside derived therefrom, having at least one alcohol group esterified with a branched chain carboxylic acid and having the remaining alcohol groups in part protected with a protector group, such as an isopropylidene group, and partly in the form of free hydroxyls. These carbohydrate esters being provided with a significant biological activity as erythroid cellular differentiation inducers can be utilised for the preparation of a medicament for the therapeutic treatment of β-talaxemia or tumours.

  本发明提供的化合物是一种碳水化合物的酯类，由碳水化合物单元或由其衍生的糖苷构成，具有至少一个醇基与支链羧酸酯化，并且其余的醇基部分被保护为保护基团，例如异丙基亚甲基基团，部分以自由羟基的形式存在。这些碳水化合物酯类具有显著的生物活性，可以诱导红细胞分化，可用于制备治疗β-地中海贫血或肿瘤的药物。
• Method of producing a crosslinked coating in the manufacture of integrated circuits
  申请人：Hessell T. Edward

  公开号：US20050215713A1

  公开（公告）日：2005-09-29

  The present invention is directed to a method of providing a thermally curable coating composition for to provide positive photoresists layers, underlayers for multiple layer resists, antireflective coatings, bottom layer antireflective coatins, dielectric layers, photoresist layers, hard mask etch stops, in the manufacture of integrated circuits. More particularly, the present invention is directed to a method of using a thermally activable latent acid or a thermal acid generator, a N-benzylpyridinium or N-benzylanilinium salt of a strong acid, as a catalyst in a polymerizable composition suitable for preparing such coatings and layers. The present invention is also directed to novel compositions comprising benzylpyridinium and benzylanilinium salts of a strong acid, such as sulfonic acid or disulfonic acid as thermal acid generators.

  本发明涉及一种提供热固性涂层组合物的方法，用于提供正向光刻层、多层光刻底层、抗反射涂层、底层抗反射涂层、介电层、光刻层、硬膜层刻停等，用于集成电路的制造。更具体地，本发明涉及一种使用热活性潜酸或热酸发生剂、强酸的N-苄基吡啶或N-苄基苯胺盐作为催化剂的聚合物组合物的方法，适用于制备这种涂层和层。本发明还涉及一种新型组合物，包括苄基吡啶和苄基苯胺盐，作为热酸发生剂的强酸，如磺酸或二磺酸。
• Derivatives of alpha, D-glucofuranose and intermediates for preparing these derivatives
  申请人：GREENWICH PHARMACEUTICALS INCORPORATED

  公开号：EP0379397A2

  公开（公告）日：1990-07-25

  Isopropylidene derivatives of -α,D-glucofuranose and -α,D-allofuranose and intermediates for preparing these derivatives are described. These derivatives are useful for treating animals and mammals with inflammatory and/or autoimmune disorders such as psoriasis, atopic dermatitus, rheumatoid arthritis, osteoarthritis, scleroderma and systemic lupus erythematosus.

  本文描述了-α,D-呋喃葡萄糖和-α,D-异呋喃葡萄糖的亚异丙基衍生物以及制备这些衍生物的中间体。这些衍生物可用于治疗患有炎症和/或自身免疫性疾病的动物和哺乳动物，如牛皮癣、特应性皮炎、类风湿性关节炎、骨关节炎、硬皮病和系统性红斑狼疮。