methyl 3,5-dideoxy-5-(2-hydroxyacetamido)-D-glycero-β-D-galacto-non-2-ulopyranosidonic acid | 23661-39-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3,5-dideoxy-5-(2-hydroxyacetamido)-D-glycero-β-D-galacto-non-2-ulopyranosidonic acid
• 英文别名: N-Glykolyl-D-neuraminsaeure-α-methyl-ketosid；b-NeuGc2Me；(2S,4S,5R,6R)-4-hydroxy-5-[(2-hydroxyacetyl)amino]-2-methoxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
• CAS: 23661-39-4
• 化学式: C₁₂H₂₁NO₁₀
• 分子量: 339.299
• InChiKey: NFUCYHODBBSMAK-BVKYVCSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  186
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  methyl (methyl 5-acetamido-3,5-dideoxy-D-glycero-β-Dgalacto-non-2-ulopyranosid)onate 在 三乙胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.25h， 生成 methyl 3,5-dideoxy-5-(2-hydroxyacetamido)-D-glycero-β-D-galacto-non-2-ulopyranosidonic acid
  参考文献：
  名称：

  Microwave-assisted synthesis of N-glycolylneuraminic acid derivatives

  摘要：

  A rapid, efficient and scalable synthesis of biologically-relevant N-glycolylneuraminic acid derivatives from the natural N-acetyl (Neu5Ac) precursors has been developed. Microwave irradiation provides accelerated de-N-acetylation compared to more traditional methods, with optimised NaOH-promoted de-N-acetylation in only 15 min. The prepared amines were readily re-N-acylated to afford the corresponding N-glycolyl (Neu5Gc) analogues. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.107

文献信息

• GLYCAN-INTERACTING COMPOUNDS AND METHODS OF USE
  申请人：Siamab Therapeutics, Inc.

  公开号：EP3054974A2

  公开（公告）日：2016-08-17
• GLYCAN ANALYSIS AND PROFILING
  申请人：Siamab Therapeutics, Inc.

  公开号：EP3204537A1

  公开（公告）日：2017-08-16
• COMPOSITIONS AND METHODS FOR TREATING CANCER
  申请人：Siamab Therapeutics, Inc.

  公开号：EP3541421A1

  公开（公告）日：2019-09-25
• [EN] GLYCAN-INTERACTING COMPOUNDS<br/>[FR] COMPOSÉS D'INTERACTION AVEC DES GLYCANES
  申请人：SIALIX INC

  公开号：WO2013151649A1

  公开（公告）日：2013-10-10

  The present invention provides glycan-interacting antibodies useful in the treatment and prevention of human disease, including cancer. Such glycan-interacting antibodies include monoclonal antibodies, derivatives and fragments thereof as well as compositions and kits comprising them.
• [EN] GLYCAN-INTERACTING COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS INTERAGISSANT AVEC LE GLYCANE ET PROCÉDÉS D'UTILISATION
  申请人：SIAMAB THERAPEUTICS INC

  公开号：WO2015054600A2

  公开（公告）日：2015-04-16

  The present invention provides glycan-interacting antibodies and methods for producing glycan-interacting antibodies useful in the treatment and prevention of human disease, including cancer. Such glycan-interacting antibodies include monoclonal antibodies, derivatives and fragments thereof as well as compositions and kits comprising them.