1,3,5-三乙酰基-2-脱氧-beta-D-赤式戊呋喃糖 | 96291-75-7

• 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
• 中文名称: 1,3,5-三乙酰基-2-脱氧-beta-D-赤式戊呋喃糖
• 英文名称: 1,3,5-tri-O-acetyl-2-deoxy-β-D-ribofuranose
• 英文别名: 1,3,5-O-triacetyl-2-deoxyribose；2-Desoxy-β-D-ribofuranosid-1,3,5-triacetat；1,3,5-Triacetyl-2-desoxy-β-D-ribofuranose；1,3,5-Tri-O-acetyl-2-desoxy-β-D-ribofuranose；1,3,4-tri-O-acetyl-2-deoxy-β-D-erythro-pentopyranose；1,3,5-Tri-O-acetyl-2-deoxy-beta-D-erythro-pentofuranose；[(2R,3S,5S)-3,5-diacetyloxyoxolan-2-yl]methyl acetate
• CAS: 96291-75-7
• 化学式: C₁₁H₁₆O₇
• 分子量: 260.244
• InChiKey: QAGMBTAACMQRSS-HBNTYKKESA-N

物化性质

• 沸点：
  329.3±42.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,3,5-三乙酰基-2-脱氧-beta-D-赤式戊呋喃糖 在 iron(III) chloride 、 叠氮基三甲基硅烷 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 0.33h， 生成 3,5-di-O-acetyl-2-deoxy-β-D-ribofuranosyl azide
  参考文献：
  名称：

  Ultrasound-assisted one-pot synthesis of anti-CML nucleosides featuring 1,2,3-triazole nucleobase under iron-copper catalysis

  摘要：

  A simple and efficient synthesis of modified 1,2,3-triazole nucleosides was developed. The strategy involved sequential one-pot acetylation-azidation-cycloaddition procedure and was found to be highly effective under a cooperative effect of ultrasound activation and iron/copper catalysis. The reactions were carried out under both conventional and ultrasonic irradiation conditions. In general, improvement in rates and yields were observed when reactions were carried out under sonication compared with conventional conditions. This one-pot procedure provides several advantages such as operational simplicity, high yield, safety and environment friendly protocol. The resulting substituted nucleosides were evaluated for their anticancer activity against K562 chronic myelogenous leukemia (CML) cell line Crown Copyright (C) 2012 Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ultsonch.2012.04.007
• 作为产物：
  描述：

  2-deoxy-D-ribose 在 4-二甲氨基吡啶 作用下， 以 2-甲基四氢呋喃 为溶剂， 以20%的产率得到
  参考文献：
  名称：

  Green Methods of Carbohydrate Acetylation

  摘要：

  Methods of carbohydrate acetylation are disclosed. A method may include adding a carbohydrate to a reaction vessel, adding poly-4-vinylpyriding (P4VP) to the reaction vessel, adding a bio-derived solvent to the reaction vessel, adding acetic anhydride (Ac20) to the reaction vessel, and adding a catalyst to the reaction vessel. The bio-derived solvent may be 2-methyltetrahydrofuran (2-MeTHF). A catalyst may also be added to the reaction vessel.

  公开号：

  US20230132332A1

文献信息

• Modified Nucleotides as Substrates of Terminal Deoxynucleotidyl Transferase
  作者：Daiva Tauraitė、Jevgenija Jakubovska、Julija Dabužinskaitė、Maksim Bratchikov、Rolandas Meškys

  DOI：10.3390/molecules22040672

  日期：——

  The synthesis of novel modified nucleotides and their incorporation into DNA sequences opens many possibilities to change the chemical properties of oligonucleotides (ONs), and, therefore, broaden the field of practical applications of modified DNA. The chemical synthesis of nucleotide derivatives, including ones bearing thio-, hydrazino-, cyano- and carboxy groups as well as 2-pyridone nucleobase-containing

  新型修饰核苷酸的合成及其掺入DNA序列为改变寡核苷酸（ON）的化学性质提供了许多可能性，因此，拓宽了修饰DNA的实际应用领域。进行了核苷酸衍生物的化学合成，包括带有硫基，肼基，氰基和羧基基团的衍生物以及含2-吡啶酮核碱基的核苷酸。测试了制备的化合物作为末端脱氧核苷酸转移酶（TdT）的底物。含有N +-氨基胞嘧啶，4-硫尿嘧啶以及2-吡啶酮，4-氯-和4-溴-2-吡啶酮作为核碱基的核苷酸被TdT接受，因此可以进行3'-末端修饰的ONs的酶促合成。成功进行了紫外线诱导的含4-硫尿嘧啶的ONs与TdT的交联。
• [EN] ADENOSINE ANALOGS FOR THE TREATMENT OF DISEASE<br/>[FR] ANALOGUES D'ADÉNOSINE POUR LE TRAITEMENT D'UNE MALADIE
  申请人：BIOINTERVENE INC

  公开号：WO2020247546A1

  公开（公告）日：2020-12-10

  The disclosure provides adenosine analogs for the treatment of disease such as pain and inflammatory conditions.

  该披露提供了用于治疗疾病，如疼痛和炎症症状的腺苷类似物。
• CYCLIC DINUCLEOTIDE ANALOGUE, PHARMACEUTICAL COMPOSITION THEREOF, AND APPLICATION
  申请人：Shanghai de Novo Pharmatech Co., Ltd.

  公开号：EP3854799A1

  公开（公告）日：2021-07-28

  A cyclic dinucleotide analogue, a pharmaceutical composition thereof, and application. A cyclic dinucleotide analogue (I), an isomer thereof, a prodrug, a stable isotope derivative, or a pharmaceutically acceptable salt has the following structure. The cyclic dinucleotide analogue can be used as a regulator of a stimulator of interferon genes (STING) and a related signal path thereof, and can effectively treat and/or relieve multiple types of diseases, including but not limited to malignant tumors, inflammations, autoimmune diseases, and infectious diseases. In addition, the STING regulator can also be used as a vaccine adjuvant.

  一种环二核苷酸类似物、其药物组合物及应用。一种环二核苷酸类似物（I）、其异构体、原药、稳定同位素衍生物或药学上可接受的盐具有如下结构。环二核苷酸类似物可用作干扰素基因刺激物（STING）及其相关信号通路的调节剂，可有效治疗和/或缓解多种类型的疾病，包括但不限于恶性肿瘤、炎症、自身免疫性疾病和传染性疾病。此外，STING 调节剂还可用作疫苗佐剂。
• [EN] CD73 INHIBITOR, PREPARATION METHOD THEREFOR AND APPLICATION THEREOF<br/>[FR] INHIBITEUR DE CD73, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION<br/>[ZH] 一种CD73抑制剂，其制备方法和应用
  申请人：ABBISKO THERAPEUTICS CO LTD

  公开号：WO2020221209A1

  公开（公告）日：2020-11-05

  一种具有式（I）结构的CD73抑制剂，其制备方法和应用。系列化合物可广泛应用于制备治疗至少部分由CD73介导的癌症或肿瘤、自身免疫性疾病及紊乱、代谢性疾病的药物，特别是治疗黑色素瘤、结肠癌、胰腺癌、乳腺癌、前列腺癌、肺癌、白血病、脑瘤、淋巴瘤、卵巢癌和卡波西氏肉瘤的药物，有望开发成新一代CD73抑制剂药物。
• Sono-Transition-Metal Catalysis of One-Pot Three-Step Synthesis of Glycosyl-1,2,3-triazoles
  作者：Mohsine Driowya、Khalid Bougrin、Rachid Benhida

  DOI：10.1080/00397911.2012.673043

  日期：2013.7.3

  As a continuation of our studies directed at the development of straightforward and sustainable methodologies, we describe herein an original example of a combined effect of ultrasonic activation and iron-copper dual catalysis that allows an efficient and ecofriendly one-pot, three-step route to a new series of nucleoside-substituted triazoles. The reactions were carried out under both conventional and ultrasonic irradiation conditions.Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.