O-(2,3,4-Tri-O-benzyl-β-D-xylopyranosyl)-trichloracetimidat | 83441-64-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(2,3,4-Tri-O-benzyl-β-D-xylopyranosyl)-trichloracetimidat
• 英文别名: O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)trichloracetimidate；1-O-(trichloroacetimidoyl)-2,3,4-tri-O-benzyl-β-D-xylopyranose；[(2S,3R,4S,5R)-3,4,5-tris(phenylmethoxy)oxan-2-yl] 2,2,2-trichloroethanimidate
• CAS: 83441-64-9
• 化学式: C₂₈H₂₈Cl₃NO₅
• 分子量: 564.893
• InChiKey: QSEQRIUOVCELOL-ZJSPYRCASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  O-(2,3,4-Tri-O-benzyl-β-D-xylopyranosyl)-trichloracetimidat 在 双(三甲基硫化硅) 、 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以61%的产率得到2,3,4-tri-O-benzyl-1-thio-β-D-xylopyranose
  参考文献：
  名称：

  Synthesis of Glycosylthiols and Reactivity Studies

  摘要：

  The acid-catalyzed reaction of 1,2-anhydro-3,4,6-tri-O-benzyl-alpha-D-glucopyranose (7) as glycosyl donor with bis-trimethylsilyl sulfide as acceptor affords the alpha-thiol. Hence, this sterically hindered S-nucleophile as acceptor should provide with O-glycosyl trichloroacetimidates as glycosyl donors that have nonparticipating groups at C-2, glycosylthiols with the thiol group in axial position. This was confirmed for various donors (4, 16-19) with the exception of the corresponding mannosyl donor (20). However, powerful participating groups at C-2 of the donor (23-28) governed the anomeric selectivity.

  DOI：

  10.1021/jo200624e
• 作为产物：
  描述：

  2,3,4-tri-O-benzyl-α-D-xylopyranose 、 三氯乙腈 在 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以55%的产率得到O-(2,3,4-Tri-O-benzyl-β-D-xylopyranosyl)-trichloracetimidat
  参考文献：
  名称：

  作为潜在脂质调节剂的泛内酯和泛酸衍生物的合成

  摘要：

  摘要 合成了一系列泛内酯和泛酸衍生物 (1-10) 以测试它们作为脂质调节剂的潜力，这些药物充当辅酶 A 模拟物。合成以中等至高产率进行。

  DOI：

  10.1080/00397910500377545

文献信息

• Automated glycan assembly of xyloglucan oligosaccharides
  作者：Pietro Dallabernardina、Frank Schuhmacher、Peter H. Seeberger、Fabian Pfrengle

  DOI：10.1039/c5ob02226f

  日期：——

  We report the automated synthesis of oligosaccharide fragments related to the hemicellulose xyloglucan based on the linear assembly of mono- and disaccharide building blocks on solid support.

  我们报告了基于单糖和二糖组成单元在固相上线性组装与木聚糖相关的半纤维素寡糖片段的自动合成。
• Mimics of acyl coenzyme-A comprising pantolactone and pantothenic acid derivatives, compositions thereof, and methods of cholesterol management and related uses
  申请人：——

  公开号：US20030236213A1

  公开（公告）日：2003-12-25

  The invention relates to novel Acyl coenzyme-A mimics, compositions comprising ketone compounds, and methods useful for treating and preventing cardiovascular diseases, dyslipidemias, dysproteinemias, and glucose metabolism disorders comprising administering a composition comprising a ketone compound. The Acyl coenzyme-A mimics, compositions, and methods of the invention are also useful for treating and preventing Alzheimer's Disease, Syndrome X, peroxisome proliferator activated receptor-related disorders, septicemia, thrombotic disorders, obesity, pancreatitis, hypertension, renal disease, cancer, inflammation, bacterial infection and impotence. In certain embodiments, the Acyl coenzyme-A mimics, compositions, and methods of the invention are useful in combination therapy with other therapeutics, such as hypocholesterolemic and hypoglycemic agents.

  本发明涉及新型酰基辅酶A类似物，包含酮类化合物的组合物，以及用于治疗和预防心血管疾病、脂质代谢异常、蛋白质代谢异常和葡萄糖代谢障碍的方法，其中包括给予含有酮类化合物的组合物。本发明的酰基辅酶A类似物、组合物和方法还可用于治疗和预防阿尔茨海默病、X综合症、过氧化物酶体增殖物激活受体相关疾病、败血症、血栓性疾病、肥胖症、胰腺炎、高血压、肾脏疾病、癌症、炎症、细菌感染和阳痿。在某些实施例中，本发明的酰基辅酶A类似物、组合物和方法与其他治疗剂如降胆固醇和降血糖药物一起使用，可用于联合治疗。
• Schmidt, Richard R.; Michel, Josef; Roos, Michael, Liebigs Annalen der Chemie, 1984, # 7, p. 1343 - 1357
  作者：Schmidt, Richard R.、Michel, Josef、Roos, Michael

  DOI：——

  日期：——
• Synthesis of QS-21-Xylose: Establishment of the Immunopotentiating Activity of Synthetic QS-21 Adjuvant with a Melanoma Vaccine
  作者：Kai Deng、Michelle M. Adams、Payal Damani、Philip O. Livingston、Govind Ragupathi、David Y. Gin

  DOI：10.1002/anie.200801885

  日期：2008.8.11
• MIMICS OF ACYL COENZYME-A COMPRISING PANTOLACTONE AND PANTOTHENIC ACID DERIVATIVES, COMPOSITIONS THEREOF, AND METHODS OF CHOLESTEROL MANAGEMENT AND RELATED USES
  申请人：Esperion Therapeutics, Inc.

  公开号：EP1495034A2

  公开（公告）日：2005-01-12