(2R,3S,4S,5R,6R)-3-(3-Benzyloxy-propoxy)-2-(2,2-dimethoxy-ethoxy)-6-isobutoxymethyl-4,5-dimethoxy-tetrahydro-pyran | 400835-53-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4S,5R,6R)-3-(3-Benzyloxy-propoxy)-2-(2,2-dimethoxy-ethoxy)-6-isobutoxymethyl-4,5-dimethoxy-tetrahydro-pyran
• 英文别名: (2R,3S,4S,5R,6R)-2-(2,2-dimethoxyethoxy)-4,5-dimethoxy-6-(2-methylpropoxymethyl)-3-(3-phenylmethoxypropoxy)oxane
• CAS: 400835-53-2
• 化学式: C₂₆H₄₄O₉
• 分子量: 500.63
• InChiKey: KXOVKYJESRJRRD-BMLQBVLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  35
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  83.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S,5R,6R)-3-(3-Benzyloxy-propoxy)-2-(2,2-dimethoxy-ethoxy)-6-isobutoxymethyl-4,5-dimethoxy-tetrahydro-pyran 在 叔丁醇 盐酸 、 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 [(2R,3S,4S,5R,6R)-3-(3-Benzyloxy-propoxy)-6-isobutoxymethyl-4,5-dimethoxy-tetrahydro-pyran-2-yloxy]-acetic acid
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation ofα4β1 Integrin Antagonists Based onβ-D-Mannose as Rigid Scaffold

  摘要：

  A cyclic peptide role model was used for the design and synthesis of a new class of biologically active and α4 -selective integrin antagonists (e.g. 1) based on β-D-mannose. These carbohydrate-based peptidomimetics were synthesized to include the functional groups of their cyclic peptide precursors without the redundant amide backbone.

  DOI：

  10.1002/1521-3773(20011015)40:20<3870::aid-anie3870>3.0.co;2-x
• 作为产物：
  描述：

  ethyl-2-O-benzyl-6-O-isobutyl-3,4-di-O-methyl-1-thio-α-D-mannopyranoside 在 palladium on activated charcoal 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 氯化亚砜 、 氢气 、 双(三甲基硅烷基)氨基钾 、 silver carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙腈 为溶剂， 生成 (2R,3S,4S,5R,6R)-3-(3-Benzyloxy-propoxy)-2-(2,2-dimethoxy-ethoxy)-6-isobutoxymethyl-4,5-dimethoxy-tetrahydro-pyran
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation ofα4β1 Integrin Antagonists Based onβ-D-Mannose as Rigid Scaffold

  摘要：

  A cyclic peptide role model was used for the design and synthesis of a new class of biologically active and α4 -selective integrin antagonists (e.g. 1) based on β-D-mannose. These carbohydrate-based peptidomimetics were synthesized to include the functional groups of their cyclic peptide precursors without the redundant amide backbone.

  DOI：

  10.1002/1521-3773(20011015)40:20<3870::aid-anie3870>3.0.co;2-x

文献信息

• Design, Synthesis, and Biological Evaluation ofα4β1 Integrin Antagonists Based onβ-D-Mannose as Rigid Scaffold
  作者：Jürgen Boer、Dirk Gottschling、Anja Schuster、Bernhard Holzmann、Horst Kessler

  DOI：10.1002/1521-3773(20011015)40:20<3870::aid-anie3870>3.0.co;2-x

  日期：2001.10.15

  A cyclic peptide role model was used for the design and synthesis of a new class of biologically active and α4 -selective integrin antagonists (e.g. 1) based on β-D-mannose. These carbohydrate-based peptidomimetics were synthesized to include the functional groups of their cyclic peptide precursors without the redundant amide backbone.