Acetic acid (1R,2R,3S)-3-acetoxy-2-acetylamino-5-(dimethoxy-phosphoryl)-1-((1S,2R)-1,2,3-triacetoxy-propyl)-hex-5-enyl ester | 177972-15-5

• 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: Acetic acid (1R,2R,3S)-3-acetoxy-2-acetylamino-5-(dimethoxy-phosphoryl)-1-((1S,2R)-1,2,3-triacetoxy-propyl)-hex-5-enyl ester
• CAS: 177972-15-5
• 化学式: C₂₃H₃₆NO₁₄P
• 分子量: 581.511
• InChiKey: FEMXMJXWWZOSRU-VJFDXUIRSA-N

反应信息

• 作为反应物：
  描述：

  Acetic acid (1R,2R,3S)-3-acetoxy-2-acetylamino-5-(dimethoxy-phosphoryl)-1-((1S,2R)-1,2,3-triacetoxy-propyl)-hex-5-enyl ester 在 sodium hydroxide 、 三甲基溴硅烷 作用下， 生成 (5-acetamido-4,6,7,8,9-D-glycero-D-galacto-pentahydroxynon-1-en-2-yl)phosphonic acid
  参考文献：
  名称：

  Synthesis of phosphonic acid analogues of sialic acid Neu5Ac

  摘要：

  合成了两种类似于 Neu5Ac 1 的膦酸。

  DOI：

  10.1039/cc9960000905
• 作为产物：
  描述：

  乙酸酐 、 ((4R,5R,6S,7R)-4-Acetylamino-3,5,6,7,8-pentahydroxy-1-methylene-octyl)-phosphonic acid dimethyl ester 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 10.0h， 以51%的产率得到Acetic acid (1R,2R,3S)-3-acetoxy-2-acetylamino-5-(dimethoxy-phosphoryl)-1-((1S,2R)-1,2,3-triacetoxy-propyl)-hex-5-enyl ester
  参考文献：
  名称：

  Synthesis of phosphonic acid analogues of sialic acid Neu5Ac

  摘要：

  合成了两种类似于 Neu5Ac 1 的膦酸。

  DOI：

  10.1039/cc9960000905

文献信息

• Synthesis of Phosphonic Acid Analogues of Sialic Acids (Neu5Ac and KDN) as Potential Sialidase Inhibitors
  作者：Tak-Hang Chan、Yan-Chao Xin、Mark von Itzstein

  DOI：10.1021/jo961891p

  日期：1997.5.1

  Five phosphonic acid analogues of N-acetylneuraminic acid (Neu5Ac) and 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) have been synthesized. The synthesis was accomplished using an indium-mediated coupling of N-acetylmannosamine or mannose with dimethyl (3-bromopropen-2-yl)phosphonate in aqueous media, The potential of these phosphonate acid analogues of sialic acids as sialidase inhibitors was evaluated and found to show moderate biological acitivities.