(2R,3S,4R,5R)-3-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran | 475650-87-4

• 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: (2R,3S,4R,5R)-3-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran
• 英文别名: (3R,4R,5S,6R)-3-azido-2-fluoro-4-phenylmethoxy-6-(phenylmethoxymethyl)-5-prop-2-enoxyoxane
• CAS: 475650-87-4
• 化学式: C₂₃H₂₆FN₃O₄
• 分子量: 427.476
• InChiKey: GUFPWJFAJPTUCW-CDFDCGRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  31
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  51.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (2R,3S,4R,5R)-3-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran 在 二氯二茂铪 、 ammonium cerium(IV) nitrate 、 MS 4 Angstroem 、 silver trifluoromethanesulfonate 作用下， 以 乙醚 、 水 、 乙腈 为溶剂， 反应 2.0h， 生成 6-O-[2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2-propenyl)-α-D-glucopyranosyl]-2-O-hexadecanoyl-3,4,5-tri-O-benzyl-myo-inositol
  参考文献：
  名称：

  Convergent synthesis of an inner core GPI of sperm CD52

  摘要：

  An inner core of the GPI anchor of sperm CD52 antigens was synthesized by a highly convergent process using specially modified inositol, glucosamine and phospholipid as key building blocks. This paper also presents a new and efficient procedure to prepare 1,2,6-differentiated derivatives of inositol for GPI syntheses. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00301-3
• 作为产物：
  描述：

  Acetic acid (3R,4R,5S,6R)-6-acetoxymethyl-5-allyloxy-3-azido-4-benzyloxy-tetrahydro-pyran-2-yl ester 在 sodium methylate 、 sodium hydride 、 4,4'-二氨基二苯乙烯-2,2'-二磺酸 、 苄胺 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.5h， 生成 (2R,3S,4R,5R)-3-Allyloxy-5-azido-4-benzyloxy-2-benzyloxymethyl-6-fluoro-tetrahydro-pyran
  参考文献：
  名称：

  Convergent synthesis of an inner core GPI of sperm CD52

  摘要：

  An inner core of the GPI anchor of sperm CD52 antigens was synthesized by a highly convergent process using specially modified inositol, glucosamine and phospholipid as key building blocks. This paper also presents a new and efficient procedure to prepare 1,2,6-differentiated derivatives of inositol for GPI syntheses. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00301-3

文献信息

• Convergent synthesis of an inner core GPI of sperm CD52
  作者：Jie Xue、Zhongwu Guo

  DOI：10.1016/s0960-894x(02)00301-3

  日期：2002.8

  An inner core of the GPI anchor of sperm CD52 antigens was synthesized by a highly convergent process using specially modified inositol, glucosamine and phospholipid as key building blocks. This paper also presents a new and efficient procedure to prepare 1,2,6-differentiated derivatives of inositol for GPI syntheses. (C) 2002 Elsevier Science Ltd. All rights reserved.