Methyl-phosphonic acid (2R,3S,4S,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl ester decyl ester | 249925-58-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Methyl-phosphonic acid (2R,3S,4S,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl ester decyl ester
• CAS: 249925-58-4
• 化学式: C₇₂H₈₇O₁₃P
• 分子量: 1191.45
• InChiKey: MXXPHJACUJJOIQ-ASGRYFTDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.18
• 重原子数：
  86.0
• 可旋转键数：
  37.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  127.83
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  Methyl-phosphonic acid (2R,3S,4S,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl ester decyl ester 在 palladium dihydroxide 氢气 作用下， 以 甲醇 为溶剂， 以81%的产率得到
  参考文献：
  名称：

  Synthesis of novel glycosyl phosphate analogues: Derivatives of an acceptor substrate for the Leishmania elongating α-d-mannopyranosylphosphate transferase

  摘要：

  The three structural analogues of dec-9-enyl beta-D-galactosyl-(1-->4)-alpha-D-mannosyl phosphate, comprising thiophosphate, boranophosphate and methylphosphonate derivatives, were prepared via disaccharide H-phosphonate or trichloroacetimidate (for the methylphosphonate synthesis) intermediates. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01381-7
• 作为产物：
  描述：

  (2S,3S,4S,5R,6R)-3,4-Bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ol 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 生成 Methyl-phosphonic acid (2R,3S,4S,5R,6R)-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl ester decyl ester
  参考文献：
  名称：

  Synthesis of novel glycosyl phosphate analogues: Derivatives of an acceptor substrate for the Leishmania elongating α-d-mannopyranosylphosphate transferase

  摘要：

  The three structural analogues of dec-9-enyl beta-D-galactosyl-(1-->4)-alpha-D-mannosyl phosphate, comprising thiophosphate, boranophosphate and methylphosphonate derivatives, were prepared via disaccharide H-phosphonate or trichloroacetimidate (for the methylphosphonate synthesis) intermediates. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01381-7