2-[[(1R,2S,6R,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methylsulfonyl]acetic acid | 604771-70-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: 2-[[(1R,2S,6R,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methylsulfonyl]acetic acid
• CAS: 604771-70-2
• 化学式: C₁₄H₂₂O₉S
• 分子量: 366.389
• InChiKey: OPEWTRWWBYTSJL-GJTWSCIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  126
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-[[(1R,2S,6R,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methylsulfonyl]acetic acid 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 三氟乙酸 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 5'-[[[(1-deoxy-α-D-fructopyranosyl)sulfonyl]acetyl]amino]-5'-deoxy-guanosine
  参考文献：
  名称：

  Toward partial fucosyl transferase transition state analogues: methylene sulfono sulfonamide as surrogate of pyrophosphate

  摘要：

  Partial fucosyl transferase transition state analogues having sulfonoacetamido- and methylene sulfono sulfonamide links as a non-charged surrogate of the pyrophosphate moiety have been prepared from fructose and guanosine. The use of a MOM group at N1 and a formamidine group at the primary amine function for the protection of the guanine residue proved troublesome. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01305-4
• 作为产物：
  描述：

  2,3:4,5-di-O-isopropylidene-1-O-(trifluoromethanesulfonyl)-β-D-fructopyranose 在 lithium hydroxide 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-[[(1R,2S,6R,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-6-yl]methylsulfonyl]acetic acid
  参考文献：
  名称：

  Toward partial fucosyl transferase transition state analogues: methylene sulfono sulfonamide as surrogate of pyrophosphate

  摘要：

  Partial fucosyl transferase transition state analogues having sulfonoacetamido- and methylene sulfono sulfonamide links as a non-charged surrogate of the pyrophosphate moiety have been prepared from fructose and guanosine. The use of a MOM group at N1 and a formamidine group at the primary amine function for the protection of the guanine residue proved troublesome. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01305-4

文献信息

• Toward partial fucosyl transferase transition state analogues: methylene sulfono sulfonamide as surrogate of pyrophosphate
  作者：Gérald Carchon、Françoise Chrétien、Yves Chapleur

  DOI：10.1016/s0040-4039(03)01305-4

  日期：2003.7

  Partial fucosyl transferase transition state analogues having sulfonoacetamido- and methylene sulfono sulfonamide links as a non-charged surrogate of the pyrophosphate moiety have been prepared from fructose and guanosine. The use of a MOM group at N1 and a formamidine group at the primary amine function for the protection of the guanine residue proved troublesome. (C) 2003 Elsevier Ltd. All rights reserved.