2,4:3:5-di-O-benzyledene-α-D-xylose-dimethylacetal | 682777-80-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 2,4:3:5-di-O-benzyledene-α-D-xylose-dimethylacetal
• 英文别名: O²,O⁴;O³,O⁵-(R,S)-dibenzylidene-D-xylose dimethyl acetal；(4R,4aS,8aR)-4-(dimethoxymethyl)-2,6-diphenyl-4,4a,8,8a-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxine
• CAS: 682777-80-6
• 化学式: C₂₁H₂₄O₆
• 分子量: 372.418
• InChiKey: APHZFPITYCSKIN-HUFQQLBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4:3:5-di-O-benzyledene-α-D-xylose-dimethylacetal 在 palladium on activated charcoal 氢气 作用下， 以 乙二醇甲醚 为溶剂， 生成 D-xylose dimethyl acetal
  参考文献：
  名称：

  在醇存在下，d-木糖与苯甲醛的酸催化缩合。两个非对映异构体1,2：3,5-二-O-亚苄基-α-d-木呋喃糖酶

  摘要：

  摘要d-木糖与苯甲醛-伯醇混合物缩合，得到2,4：3,5-二-O-亚苄基-d-木糖二烷基乙缩醛，可通过氢解从中得到二烷基乙缩醛。乙二醇提供类似的乙缩醛衍生物。用苯甲醛-仲或叔醇混合物，形成两个1,2：3,5-二-O-亚苄基-d-木呋喃糖酶，它们的立体化学仅在1,2-环上的新缩醛中心不同。分配了亚苄基位置的绝对构型，发现六元3,5-环的构象为“ O-内侧”。

  DOI：

  10.1016/s0008-6215(00)86035-8

文献信息

• Pentose derivatives as anti-hyperglycemic drugs
  申请人：Sasson Shlomo

  公开号：US20050277599A1

  公开（公告）日：2005-12-15

  The present invention relates to pentose and pentose derivatives that are effective at increasing glucose transport in a non-insulin dependent manner, and to uses thereof for a) treating and/or preventing hyperglycemia; b) treating and/or preventing the complications of hyperglycemia; c) treating diabetes; d) increasing the rate of cellular glucose transport; e) increasing the rate of cellular glucose uptake; f) improving the ability of a subject to metabolize glucose; g) treating daily blood glucose fluctuations; h) reducing blood sugar levels; i) reducing the dosage of anti-diabetic medication needed for treatment of diabetes. The present invention further provides novel pentose derivatives having beneficial properties in terms of pharmacokinetics, to pharmaceutical compositions comprising these novel compounds and uses thereof.

  本发明涉及以非胰岛素依赖方式有效增加葡萄糖转运的戊糖和戊糖衍生物，并涉及其用于 a) 治疗和/或预防高血糖；b) 治疗和/或预防高血糖并发症；c) 治疗糖尿病；d) 增加细胞葡萄糖转运率； e) 增加细胞葡萄糖摄取率； f) 改善受试者代谢葡萄糖的能力； g) 治疗日常血糖波动； h) 降低血糖水平； i) 减少治疗糖尿病所需的抗糖尿病药物剂量。本发明进一步提供了在药代动力学方面具有有益特性的新型戊糖衍生物，以及包含这些新型化合物的药物组合物及其用途。
• NOVEL PENTOSE DERIVATIVES AS ANTI-HYPERGLYCEMIC DRUGS
  申请人：Yissum Research Development Company of the Hebrew University of Jerusalem Ltd.

  公开号：EP1554299B1

  公开（公告）日：2013-01-30
• US7812142B2
  申请人：——

  公开号：US7812142B2

  公开（公告）日：2010-10-12
• [EN] NOVEL PENTOSE DERIVATIVES AS ANTI-HYPERGLYCEMIC DRUGS<br/>[FR] NOUVEAUX DERIVES DE PENTOSES UTILISES EN TANT DE MEDICAMENTS ANTI-HYPERGLYCEMIQUES
  申请人：YISSUM RES DEV CO

  公开号：WO2004034960A2

  公开（公告）日：2004-04-29

  The present invention relates to pentose and pentose derivatives that are effective at increasing glucose transport in a non-insulin dependent manner, and to uses thereof for a) treating and/or preventing hyperglycemia; b) treating and/or preventing the complications of hyperglycemia; c) treating diabetes; d) increasing the rate of cellular glucose transport; e) increasing the rate of cellular glucose uptake; f) improving the ability of a subject to metabolize glucose; g) treating daily blood glucose fluctuations; h) reducing blood sugar levels; i) reducing the dosage of anti-diabetic medication needed for treatment of diabetes. The present invention further provides novel pentose derivatives having beneficial properties in terms of pharmacokinetics, to pharmaceutical compositions comprising these novel compounds and uses thereof.
• The acid-catalysed condensation of d-xylose with benzaldehyde in the presence of alcohols. Two diastereoisomeric 1,2:3,5-di-O-benzylidene-α-d-xylofuranoses
  作者：R.J. Ferrier、L.R. Hatton

  DOI：10.1016/s0008-6215(00)86035-8

  日期：——

  Abstract d -Xylose condenses with benzaldehyde-primary alcohol mixtures to give 2,4:3,5-di-O-benzylidene- d -xylose dialkyl acetals from which the dialkyl acetals can be obtained by hydrogenolysis. Ethylene glycol affords the analogous ethylene acetal derivatives. With benzaldehyde-secondary or tertiary alcohol mixtures, two 1,2:3,5-di-O-benzylidene- d -xylofuranoses, which differ only in their stereochemistry

  摘要d-木糖与苯甲醛-伯醇混合物缩合，得到2,4：3,5-二-O-亚苄基-d-木糖二烷基乙缩醛，可通过氢解从中得到二烷基乙缩醛。乙二醇提供类似的乙缩醛衍生物。用苯甲醛-仲或叔醇混合物，形成两个1,2：3,5-二-O-亚苄基-d-木呋喃糖酶，它们的立体化学仅在1,2-环上的新缩醛中心不同。分配了亚苄基位置的绝对构型，发现六元3,5-环的构象为“ O-内侧”。