(9S,20S)-9,20-Bis-benzyloxymethyl-1,4,7,13,16-pentaoxa-10,19-diaza-cyclohenicosane-8,11,18,21-tetraone | 139338-67-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (9S,20S)-9,20-Bis-benzyloxymethyl-1,4,7,13,16-pentaoxa-10,19-diaza-cyclohenicosane-8,11,18,21-tetraone
• 英文别名: (9S,20S)-9,20-bis(phenylmethoxymethyl)-1,4,7,13,16-pentaoxa-10,19-diazacyclohenicosane-8,11,18,21-tetrone
• CAS: 139338-67-3
• 化学式: C₃₀H₃₈N₂O₁₁
• 分子量: 602.639
• InChiKey: XWPYTAGGPUQPSV-UIOOFZCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  43
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  157
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (9S,20S)-9,20-Bis-benzyloxymethyl-1,4,7,13,16-pentaoxa-10,19-diaza-cyclohenicosane-8,11,18,21-tetraone 在 palladium on activated charcoal 氢气 作用下， 以 水 、 叔丁醇 为溶剂， 以100%的产率得到(9S,20S)-9,20-bis(hydroxymethyl)-1,4,7,13,16-pentaoxa-10,19-diazacyclohenicosane-8,11,18,21-tetrone
  参考文献：
  名称：

  氨基酸的含隐链的磷酸二酯键的合成。

  摘要：

  描述了基于氨基酸的含隐链的磷酸二酯键的合成。大环是使用Boc- L- Ser（OBn）-OH，Boc- D -Ser（OBn）-OH，二甘醇和乙二氧基二乙酸构造的。使用4-氯苄基二氯亚磷酸酯引入磷酸二酯键，从而形成穴状配体。

  DOI：

  10.1016/0040-4039(91)80575-q
• 作为产物：
  描述：

  N-BOC-O-苄基-L-丝氨酸 在 N-甲基吗啉 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 (9S,20S)-9,20-Bis-benzyloxymethyl-1,4,7,13,16-pentaoxa-10,19-diaza-cyclohenicosane-8,11,18,21-tetraone
  参考文献：
  名称：

  Syntheses of Amino Acid Based Phosphodiester Linkage-Containing Cryptands as well as Diphosphorylated Macrocycles

  摘要：

  The synthesis of two amino acid based phosphodiester linkage-containing cryptands (30 and 44) as well as diphosphorylated macrocycles (28, 29, 32 and 33) are described. Boc-L-Ser(Bn)-OH and/or Boc-D-Ser(Bn)-OH were used for the construction of the construction of the precursors for the diphosphitylation and marcocyclization by phosphitylation. The carboxylic acid groups were connected with a diethylene glycol unit and the amino functionalities were linked using (ethylenedioxy)diacetic acid, oxydiacetic acid, or an isophthalic acid derivative. The LD-cryptands 30 and 44 were obtained after phosphitylation of the precursors 12 and 16, respectively, containing (ethylenedixoy)acetic acid or an isophthalic acid derivative as a bottom-spacer, using 4-chlorobenzyl phosphorodichlorodite followed by oxidation and hydrogenolysis. Phosphitylation of the precursors containing (ethylenedioxy)acetic acid or oxydiacetic acid as bottom-spacers 11-14, using bis(4-chlorobenzyl) N,N-diisopropylphosphoramidite and subsequent oxidation resulted in the corresponding diphosphorylated macrocycles 28, 29, 32, and 33.

  DOI：

  10.1021/jo00088a022

文献信息

• Oijen Anita H. van, Huck Nina P. M., Kruijtzer John A. W., Erkelens Cees,+, J. Org. Chem, 59 (1994) N 9, S 2399-2408
  作者：Oijen Anita H. van, Huck Nina P. M., Kruijtzer John A. W., Erkelens Cees,+

  DOI：——

  日期：——