tert-butyl-α-D-glucopyranoside | 33538-53-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl-α-D-glucopyranoside
• 英文别名: 1-O-tert.-Butyl-β-D-glucopyranosid；tert.-Butyl-α-D-glucopyranosid；tert.-Butyl-α-D-glukosid；(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2-methylpropan-2-yl)oxy]oxane-3,4,5-triol
• CAS: 33538-53-3
• 化学式: C₁₀H₂₀O₆
• 分子量: 236.265
• InChiKey: FYTBMEIHHNSHKR-SYHAXYEDSA-N

物化性质

• 沸点：
  397.4±42.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-pyridyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 在 sodium methylate 、 mercury(II) nitrate 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 tert-butyl-α-D-glucopyranoside
  参考文献：
  名称：

  Chemistry of the glycosidic linkage. Exceptionally fast and efficient formation of glycosides by remote activation

  摘要：

  DOI：

  10.1016/s0008-6215(00)84882-x

文献信息

• GLYCOSIDE COMPOUND AND PREPARATION METHOD THEREFOR, COMPOSITION, APPLICATION, AND INTERMEDIATE
  申请人：SHANGHAI HUTCHISON PHARMACEUTICALS LIMITED

  公开号：US20210115082A1

  公开（公告）日：2021-04-22

  The present invention discloses a glycoside compound represented by Formula III, and a preparation method, a composition, use and an intermediate thereof. The glycoside compound provided in the present invention has simple preparation method, can significantly increase the expression of VEGF-A mRNA, and is effective in promoting the angiogenesis. This provides a reliable guarantee for the development of drugs with pro-angiogenic activity for treating cerebral infarction cerebral stroke, myocardial infarction, and ischemic microcirculatory disturbance of lower limbs.

  本发明公开了一种由III式表示的糖苷化合物，以及其制备方法、组合物、用途和中间体。本发明提供的糖苷化合物具有简单的制备方法，可以显著增加VEGF-A mRNA的表达，并且在促进血管生成方面具有有效性。这为开发具有促血管生成活性的药物治疗脑梗死、脑卒中、心肌梗死和下肢缺血微循环障碍提供了可靠的保证。
• Metal-catalyzed Stereoselective and Protecting-group-free Synthesis of 1,2-<i>cis</i>-Glycosides Using 4,6-Dimethoxy-1,3,5-triazin-2-yl Glycosides as Glycosyl Donors
  作者：Tomonari Tanaka、Naoya Kikuta、Yoshiharu Kimura、Shin-ichiro Shoda

  DOI：10.1246/cl.150201

  日期：2015.6.5

  4,6-Dimethoxy-1,3,5-triazin-2-yl glycosides, glycosyl donors prepared in one step from free saccharides without protection of the hydroxy groups, were stereoselectively and equivalently converted t...

  4,6-二甲氧基-1,3,5-triazin-2-yl 糖苷，由游离糖一步制备的糖基供体，没有羟基保护，立体选择性地等价转化为...
• Enzymatic Synthesis of α-Anomer-Selective<scp>D</scp>-Glucosides Using Maltose Phosphorylase
  作者：Kuniki KINO、Yu SHIMIZU、Shoko KURATSU、Kohtaro KIRIMURA

  DOI：10.1271/bbb.70117

  日期：2007.6.23

  A maltose phosphorylase (EC 2.4.1.8; MPase) showed novel acceptor specificity and transferred the glucosyl moiety of maltose not only to sugars but also to various acceptors having alcoholic OH groups. Salicyl alcohol acted as acceptor for MPase from Enterococcus hirae, and the product, salicyl-O-α-d-glucopyranoside (α-SalGlc) was identified. The yield based on supplied salicyl alcohol was 86% (mol/mol).

  一种麦芽糖磷酸化酶（EC 2.4.1.8；MPase）显示了新的受体特异性，它不仅能将麦芽糖的葡糖基转移到糖类上，还能将其转移到具有醇羟基的各种受体上。水杨醇是平肠球菌 MPase 的受体，其产物水杨-O-α-d-吡喃葡萄糖苷（α-SalGlc）被鉴定出来。根据提供的水杨醇计算，产率为 86%（mol/mol）。
• FREDERICAMYCIN DERIVATIVES
  申请人：Abel Ulrich

  公开号：US20120295856A1

  公开（公告）日：2012-11-22

  The invention relates to novel fredericamycin derivatives, to drugs containing said derivatives or the salts thereof, and to the use of the fredericamycin derivatives for treating diseases, especially cancer diseases.

  本发明涉及一种新型的fredericamycin衍生物，以及含有该衍生物或其盐的药物，以及利用该fredericamycin衍生物治疗疾病，特别是癌症疾病的用途。
• Stereoselective protecting-group-free synthesis of alkyl glycosides using dibenzyloxy triazine type glycosyl donors
  作者：Gefei Li、Masato Noguchi、Masaki Ishihara、Yuka Takagi、Marina Nagaki、Sachie Saito、Masashi Saito、Xin-shan Ye、Shin-ichiro Shoda

  DOI：10.1016/j.carres.2023.108940

  日期：2023.12

  key step for the synthesis of sugar-containing molecules such as glycolipids. However, traditional carbohydrate chemistry is characterized by extensive use of protective groups, resulting in laborious manipulations and poor atom economy. Here, we present a protecting-group-free glycosylation strategy employing dibenzyloxy-1,3,5-triazin-2-yl glycosides (DBT-glycosides) as glycosyl donors. The DBT-glycosyl

  化学O-糖基化是合成糖脂等含糖分子的关键步骤。然而，传统的碳水化合物化学的特点是广泛使用保护基团，导致操作繁琐且原子经济性差。在这里，我们提出了一种使用二苄氧基-1,3,5-三嗪-2-基糖苷（DBT-糖苷）作为糖基供体的无保护基糖基化策略。 DBT-糖基供体可以通过水介质中未受保护的糖的碱性亲核取代直接制备。在温和的氢解条件下，使用 DBT-糖基供体对醇进行O-糖基化，以良好的产率立体选择性地提供相应的烷基糖苷。