1-O-dodecyl-2,3-O-isopropylidene-5,6-dideoxy-5-amino-β,L-gulofuranoside | 282106-24-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-O-dodecyl-2,3-O-isopropylidene-5,6-dideoxy-5-amino-β,L-gulofuranoside
• 英文别名: 2,3-O-isopropylidene-1-O-dodecyl-5,6-dideoxy-5-amino-β-L-5-gulofuranoside；2,3-O-isopropylidene-1-O-dodecyl-5,6-dideoxy-5-amino-α,D-5-epimannofuranoside；(1S)-1-[(3aS,4S,6R,6aS)-4-dodecoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]ethanamine
• CAS: 282106-24-5
• 化学式: C₂₁H₄₁NO₄
• 分子量: 371.561
• InChiKey: MNRYFVLHZNXQSV-WPVAHCMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  62.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-O-dodecyl-2,3-O-isopropylidene-5,6-dideoxy-5-amino-β,L-gulofuranoside 、 methyl 2-(4-((phenoxycarbonyl)amino)phenyl)acetate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以80%的产率得到2,3-O-isopropylidene-1-O-dodecyl-5,6-dideoxy-5-N-{[4-(2-methoxy-2-oxoethyl)phenyl]aminocarbonylamino}-β-L-5-gulofuranoside
  参考文献：
  名称：

  [EN] PREPARATION OF MONOSACCHARIDE DERIVATIVES
  [FR] PREPARATION DE DERIVES DE MONOSACCHARIDE

  摘要：

  制备单糖衍生物的过程，提供了工业优势，包括便利、安全和经济优势。这些单糖衍生物可以用于抑制和预防细胞黏附和细胞黏附介导的病理过程。

  公开号：

  WO2004071515A1
• 作为产物：
  描述：

  2,3-O-isopropylidene-1-O-dodecyl-5,6-dideoxy-5-azido-β-L-5-gulofuranoside 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以61%的产率得到1-O-dodecyl-2,3-O-isopropylidene-5,6-dideoxy-5-amino-β,L-gulofuranoside
  参考文献：
  名称：

  [EN] PROCESS FOR THE SYNTHESIS OF BASE ADDITION SALTS OF 2,3-0-ISOPROPYLIDENE-1-0-SUBSTITUTED-5,6-DIDEOXY-5-N- (4-(2-HYDROXY-2-OXOETHYL)-PHENYLAMINOCARBONYL) AMINO-L-GULOFURANOSIDES
  [FR] PROCEDE DE SYNTHESE DES SELS D'ADDITION DE BASE DE 5,6-DIDEOXY-5-N-(4-(2-HYDROXY-2-OXOETHYL)-PHENYLAMINOCARBONYL) AMINO-L-GULOFURANOSIDES SUBSTITUES PAR 2,3-0-ISOPROPYLIDENE-1-0

  摘要：

  本发明涉及合成特定ß-L-葡萄糖呋喃糖苷的碱加成盐的过程。更具体地说，本发明涉及合成2,3-O-异丙基亚甲基-1-O-取代-5,6-二脱氧-5-N-[4-(2-羟基-2-氧乙基)-苯胺羧酰基]氨基-ß-L-葡萄糖呋喃糖苷的碱加成盐的合成过程。

  公开号：

  WO2004099229A1

文献信息

• DERIVATIVES OF MONOSACCHARIDES AS CELL ADHESION INHIBITORS
  申请人：RANBAXY LABORATORIES, LTD.

  公开号：EP1144425A1

  公开（公告）日：2001-10-17
• [EN] DERIVATIVES OF MONOSACCHARIDES AS CELL ADHESION INHIBITORS<br/>[FR] DERIVES DE MONOSACCHARIDES EN TANT QU'INHIBITEURS DE L'ADHESION CELLULAIRE
  申请人：RANBAXY LAB LTD

  公开号：WO2000042053A1

  公开（公告）日：2000-07-20

  The present application relates to a group of novel substituted pentose and hexose monosaccharide derivatives, not previously disclosed, which exhibit potent anti-cell adhesion and anti-inflammatory activities. Methods of preparation, pharmaceutical compositions containing the compounds and methods of treatment, suppression and prevention of cell adhesion mediated chronic inflammatory disorders are also described.
• [EN] MONOSACCHARIDE DERIVATIVES<br/>[FR] DERIVES DE MONOSACCHARIDE
  申请人：RANBAXY LAB LTD

  公开号：WO2005092907A2

  公开（公告）日：2005-10-06

  The present invention relates to monosaccharide derivatives as anti-inflammatory agents. The compounds disorder herein can be useful for inhibition and prevention of inflammation and associated pathologies including inflammatory and autoimmune diseases such as bronchial asthma, rheumatoid arthritis, type I diabetes, multiple sclerosis, allograft rejection or psoriasis. Pharmacological compositions containing compounds disclosed herein and the methods of treating bronchial asthma, chronic obstructive pulmonary disease, rheumatoid arthritis, multiple sclerosis, type I diabetes, psoriasis, allograft rejection, and other inflammatory and/or autoimmune disorders, using the compounds are also provided.
• [EN] MONOSACCHARIDE DERIVATIVES<br/>[FR] DERIVES DU MONOSACCHARIDE
  申请人：RANBAXY LAB LTD

  公开号：WO2005100373A2

  公开（公告）日：2005-10-27

  The present invention relates to monosaccharide derivatives as anti-inflammatory agents. The compounds disclosed herein can be useful for inhibition and prevention of inflammation and associated pathologies, including inflammatory and autoimmune diseases such as bronchial asthma, rheumatoid arthritis, type I diabetes, multiple sclerosis, allograft rejection, psoriasis, inflammatory bowel disease, ulcerative colitis, acne, atherosclerosis, cancer, pruritis or allergic rhinitis. Pharmacological compositions containing the compounds of the present invention and the methods of treating bronchial asthma, chronic obstructive pulmonary disease, rheumatoid arthritis, multiple sclerosis, type I diabetes, psoriasis, allograft rejection, inflammatory bowel disease, ulcerative colitis, acne, atherosclerosis, cancer, pruritis or allergic rhinitis and other inflammatory and/or autoimmune disorders, using the compounds are also provided.
• [EN] PREPARATION OF MONOSACCHARIDE DERIVATIVES<br/>[FR] PREPARATION DE DERIVES DE MONOSACCHARIDE
  申请人：RANBAXY LAB LTD

  公开号：WO2004071515A1

  公开（公告）日：2004-08-26

  Process for the preparation of monosaccharide derivatives, providing industrial advantages, including convenience, safety, and economic advantages. The monosaccharide derivatives can be used for the inhibition and prevention of cell adhesion and cell adhesion-mediated pathologies.

  制备单糖衍生物的过程，提供了工业优势，包括便利、安全和经济优势。这些单糖衍生物可以用于抑制和预防细胞黏附和细胞黏附介导的病理过程。