2(R)-3-((3,4-dimethoxybenzyl)oxy)propane-1,2-diol | 139115-87-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2(R)-3-((3,4-dimethoxybenzyl)oxy)propane-1,2-diol
• 英文别名: (R)-3-((3,4-dimethoxybenzyl)oxy)propane-1,2-diol；(R)-3-(3,4-Dimethoxybenzyloxy)propane-1,2-diol；(R)-3-(3,4-Dimethoxybenzyloxy)-1,2-propandiol；(2R)-3-[(3,4-dimethoxyphenyl)methoxy]propane-1,2-diol
• CAS: 139115-87-0
• 化学式: C₁₂H₁₈O₅
• 分子量: 242.272
• InChiKey: YJSNTPXROCWTBB-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2(R)-3-((3,4-dimethoxybenzyl)oxy)propane-1,2-diol 、 棕榈酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 50.0h， 以92.3%的产率得到[(2S)-3-[(3,4-dimethoxyphenyl)methoxy]-2-hexadecanoyloxypropyl] hexadecanoate
  参考文献：
  名称：

  Synthesis and Properties of Photoactivatable Phospholipid Derivatives Designed To Probe the Membrane-Associate Domains of Proteins

  摘要：

  The total syntheses of photoactivatable phospholipidic probes 1 and 2 are described. These probes contain either an aryldiazonium function at their polar head (probes la and Ib) or an diazocyclohexadienonyl group attached to the end of one fatty acid side chain (probe 2) and have been designed to probe the lipid/water interface and the hydrophobic core of the membrane, respectively. The synthetic schemes include the possibility of incorporating a radio-labeled atom (tritium) for further labeling investigations. Both probes were stable in the dark under physiological conditions and could be efficiently photodecomposed at wavelengths above 300 nm, leading to the generation of highly reactive species, aryl cations and cyclohexadienonyl carbene, respectively. In addition, these probes displayed UV-absorption spectra which are compatible with tryptophan-mediated energy transfer photoactivation, which can lead potentially to an efficient mapping of the membrane-associate protein domains.

  DOI：

  10.1021/jo951350k
• 作为产物：
  描述：

  3,4-二甲氧基苄氯 在 六甲基磷酰三胺 、 sodium hydride 、 溶剂黄146 作用下， 反应 14.17h， 生成 2(R)-3-((3,4-dimethoxybenzyl)oxy)propane-1,2-diol
  参考文献：
  名称：

  设计用于蛋白质二维结晶的类固醇激素衍生物相关的新磷脂的合成

  摘要：

  据报道，合理设计用于孕酮和雌二醇受体的二维结晶的磷脂1 n - 3 n的合成。这些脂质的结构为它们提供了必要的特性，例如当在空气/ H 2 O界面扩散为单层时的流动性和稳定性，对要结晶的蛋白质的亲和力以及脂质单层下配体的可及性。

  DOI：

  10.1002/hlca.19910740810

文献信息

• Synthesis of New Phospholipids Linked to Steroid-Hormone Derivatives Designed for Two-Dimensional Crystallization of Proteins
  作者：Luc Lebeau、Pierre Oudet、Charles Mioskowski

  DOI：10.1002/hlca.19910740810

  日期：1991.12.11

  The synthesis of phospholipids 1n–3n, rationally designed for two-dimensional crystallization of progesterone and estradiol receptors, is reported. The structure of these lipids provides them with essential properties such as fluidity and stability when spread into monolayers at the air/H2O interface, affinity for the protein to be crystallized, and accessibility of the ligand under the lipid monolayer

  据报道，合理设计用于孕酮和雌二醇受体的二维结晶的磷脂1 n - 3 n的合成。这些脂质的结构为它们提供了必要的特性，例如当在空气/ H 2 O界面扩散为单层时的流动性和稳定性，对要结晶的蛋白质的亲和力以及脂质单层下配体的可及性。
• 4-oxa-1-azabicyclo [3,2,0] heptan-7-one derivatives as antitumor agents
  申请人：Taiho Pharmaceutical Co., Ltd.

  公开号：US05561126A1

  公开（公告）日：1996-10-01

  The present invention relates to the use of 4-oxa-1-azabicyclo [3,2,0] heptan-7-one derivatives of formula (I) or a pharmaceutically acceptable salt thereof, as antitumor agents. ##STR1## Wherein R is --OCOR.sub.1 group wherein R.sub.1 is hydrogen atom, a C.sub.1-9 alkyl group which may be substituted by either one or two substituents selected together from halogen atom, hydroxy, carboxy group or (3RS,5SR)-(4-oxo-1-azabicyclo[3,2,0]heptan-7-one-3-yl) methyloxycarbonyl, a C.sub.2-17 alkenyl group, which may be substituted by carboxy group or (3RS,5SR)-(4-oxa-1-azabicyclo [3,2,0]heptan-7-one-3-yl)methyloxycarbonyl, A C.sub.2-4 alkynyl group, a C.sub.3-6 cycloalkyl group which may be substituted by carboxy group or phenyl group which may have 1, 2 or 3 substituents selected from the group consisting of cyano group, halogen atom, C.sub.1-6 alkoxy group which may be substituted by carboxy group, C.sub.1-6 alkyl group, amino group or hydroxy group. --OR.sub.2 wherein R.sub.2 is a hydrogen atom or benzyl group which may be substituted by 1 or 2 C.sub.1-6 alkoxy group. --S(O).sub.n R.sub.3 wherein R.sub.3 is phenyl group or a benzyl group which may be substituted by C.sub.1-6 alkyl group, n is 0, 1, or 2; or --CH.sub.2 OH.

  本发明涉及使用式(I)的4-氧-1-氮杂双环[3,2,0]庚烷-7-酮衍生物或其药学上可接受的盐作为抗肿瘤剂。其中R为--OCOR.sub.1基团，其中R.sub.1为氢原子，C.sub.1-9烷基基团，该基团可以被卤素原子、羟基、羧基或(3RS,5SR)-(4-氧-1-氮杂双环[3,2,0]庚烷-7-酮-3-基)甲氧羰基所取代，C.sub.2-17烯基基团，该基团可以被羧基或(3RS,5SR)-(4-氧-1-氮杂双环[3,2,0]庚烷-7-酮-3-基)甲氧羰基所取代，C.sub.2-4炔基基团，C.sub.3-6环烷基基团，该基团可以被羧基取代或苯基，该苯基可以有1、2或3个取自氰基、卤素原子、C.sub.1-6烷氧基（可以被羧基取代）、C.sub.1-6烷基、氨基或羟基的取代基，--OR.sub.2，其中R.sub.2为氢原子或苄基基团，该基团可以被1或2个C.sub.1-6烷氧基所取代，--S（O）.sub.nR.sub.3，其中R.sub.3为苯基或苄基基团，该基团可以被C.sub.1-6烷基所取代，n为0、1或2；或--CH.sub.2 OH。
• Intracellular Mediators: Synthesis of L-.alpha.-Phosphatidyl-D-myo-inositol 3,4,5-Trisphosphate and Glyceryl Ether Analogs
  作者：K. Kishta Reddy、Mourad Saady、J. R. Falck、Gregg Whited

  DOI：10.1021/jo00116a023

  日期：1995.6

  L-alpha-Phosphatidyl-D-myo-inositol 3,4,5-trisphosphate (3,4,5-PIP3), the mot prominent member of a new class of intracellular second messengers, and two ether analogs were conveniently prepared from the differentially functionalized D-myo-inositol intermediate 7 which was ultimately derived from the unique cyclitol precursor dehydroshikimic acid(1). Critical transformations included the stereoselective hydride reduction of the shikimate ketone, exclusive osmylation from the a-face to give 3, controlled enolization of 4, and dioxirane epoxidation with in situ rearrangement affording ketone 5. Dioctanoyl 3,4,5-PIP3 (9a) and its dioctyl ether analog Sb;selectively activated the delta, epsilon, and eta-isotypes of protein kinase C (PKC).
• 4-OXA-1-AZABICYCLO (3,2,0) HEPTAN-7-ONE DERIVATIVES AS ANTITUMOR AGENTS
  申请人：TAIHO PHARMACEUTICAL COMPANY LIMITED

  公开号：EP0654995B1

  公开（公告）日：1996-10-23
• US5561126A
  申请人：——

  公开号：US5561126A

  公开（公告）日：1996-10-01