2,3;4,5-diisopropylene D-xylitol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3;4,5-diisopropylene D-xylitol
• 英文别名: 1,2:3,4-di-O-isopropylidene-D-arabinitol；2,3:4,5-di-O-isopropylidene-D-arabitol；[(4R,5R)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxolan-4-yl]methanol
• 化学式: C₁₁H₂₀O₅
• 分子量: 232.277
• InChiKey: FBIWGPWXTDOFQR-IWSPIJDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 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：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3;4,5-diisopropylene D-xylitol 在 咪唑 、 sodium iodide 、 锌 作用下， 以 吡啶 、 乙醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 49.0h， 生成 (2R,3R)-3-O-tert-butyldiphenylsilyl-1,2-O-isopropylidene-4-pentene-1,2,3-triol
  参考文献：
  名称：

  Syntheses of two diastereoisomers of panaxytriol, a potent antitumor agent isolated from panax ginseng

  摘要：

  (3R, 9R, 10R) 和 (3R, 9S, 10S) 对映异构体 (2 和 3) 的PA3（panaxytriol）通过合成得到了，并确认了PA3的绝对构型为(3R, 9R, 10R)-heptadec-1-en-4,6-diyne-3,9,10-triol。 © 1999 Elsevier Science Ltd. 保留所有权利。

  DOI：

  10.1016/s0040-4020(99)00352-x
• 作为产物：
  描述：

  5-o-tert-butyldiphenylsilyl-α,β-D-arabinofuranose 在 sodium tetrahydroborate 、 四丁基氟化铵 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 7.5h， 生成 2,3;4,5-diisopropylene D-xylitol
  参考文献：
  名称：

  Structure–activity relationship studies on acremomannolipin A, the potent calcium signal modulator with a novel glycolipid structure 3: Role of the length of alditol side chain

  摘要：

  Five homologs of a novel glycolipid acremomannolipin A (1a), the potential Ca2+ signal modulator isolated from Acremonium strictum, bearing alditols of different length (1g-1k) were synthesized by a stereoselective beta-mannosylation of appropriately protected mannosyl sulfoxide (2) with five alditols (1g: C2, 1h: C3, 1i: C4, 1j: C5 and 1k: C7 units), and their potential in modulating Ca2+ signaling were evaluated. Homologs with alditols of more than 4 carbons (1i, 1j and 1k) were equally or more potent than the parent compound (1a) regardless of the length of the alditol chain. Whereas activities of two homologs with shorter chains (1g and 1h) decreased to a considerable extent. The results indicated that the length of the alditol side chain was a crucial determinant for the potent calcium signal modulating activity. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.03.079

文献信息

• Ophthamological drugs
  申请人：Toone J. Eric

  公开号：US20060135609A1

  公开（公告）日：2006-06-22

  The present invention relates generally to ophthamological drugs. More specifically, the inventon relates to a method of modifying (derivatizing) ophthamological drugs so as to increase their penetration through the cornea. The invention also relates to drugs modified (derivatized) in accordance with the instant method and to the use of same in treating conditions associated with elevated intraocular pressure, particularly, glaucoma.

  本发明一般涉及眼科药物。更具体地，本发明涉及一种修改（衍生化）眼科药物的方法，以增加它们通过角膜的渗透性。本发明还涉及根据本方法修改（衍生化）的药物，以及将其用于治疗与眼内压升高相关的疾病，特别是青光眼。
• OPHTHAMOLOGICAL DRUGS
  申请人：Toone Eric J.

  公开号：US20090318542A1

  公开（公告）日：2009-12-24

  The present invention relates generally to ophthamological drugs. More specifically, the invention relates to a method of modifying (derivatizing) ophthamological drugs so as to increase their penetration through the cornea. The invention also relates to drugs modified (derivatized) in accordance with the instant method and to the use of same in treating conditions associated with elevated intraocular pressure, particularly, glaucoma.

  本发明通常涉及眼科药物。更具体地说，本发明涉及一种改性（衍生化）眼科药物的方法，以增加它们穿过角膜的渗透性。本发明还涉及按照本方法改性（衍生化）的药物，以及将其用于治疗与眼内压升高有关的疾病，特别是青光眼。
• ANTI-TUMOR AGENT
  申请人：Kinki University

  公开号：EP2716293B1

  公开（公告）日：2017-09-06
• US8642644B2
  申请人：——

  公开号：US8642644B2

  公开（公告）日：2014-02-04
• Structure–activity relationship studies on acremomannolipin A, the potent calcium signal modulator with a novel glycolipid structure 3: Role of the length of alditol side chain
  作者：Nozomi Tsutsui、Genzoh Tanabe、Nao Morita、Yoshitomo Okayama、Ayako Kita、Reiko Sugiura、Osamu Muraoka

  DOI：10.1016/j.bmc.2015.03.079

  日期：2015.7

  Five homologs of a novel glycolipid acremomannolipin A (1a), the potential Ca2+ signal modulator isolated from Acremonium strictum, bearing alditols of different length (1g-1k) were synthesized by a stereoselective beta-mannosylation of appropriately protected mannosyl sulfoxide (2) with five alditols (1g: C2, 1h: C3, 1i: C4, 1j: C5 and 1k: C7 units), and their potential in modulating Ca2+ signaling were evaluated. Homologs with alditols of more than 4 carbons (1i, 1j and 1k) were equally or more potent than the parent compound (1a) regardless of the length of the alditol chain. Whereas activities of two homologs with shorter chains (1g and 1h) decreased to a considerable extent. The results indicated that the length of the alditol side chain was a crucial determinant for the potent calcium signal modulating activity. (C) 2015 Elsevier Ltd. All rights reserved.