N-(tert-butoxycarbonyl)-[2,3;4,6-bis-O-(1-methylethylidene)-α-D-mannopyranosyl]-(1-phenylsulfonyl)-tryptophan cyanomethyl ester | 417711-58-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-(tert-butoxycarbonyl)-[2,3;4,6-bis-O-(1-methylethylidene)-α-D-mannopyranosyl]-(1-phenylsulfonyl)-tryptophan cyanomethyl ester
• CAS: 417711-58-1
• 化学式: C₃₀H₃₉N₃O₉
• 分子量: 585.654
• InChiKey: WSWNPGFTTZRKJW-OKQFDTRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.78
• 重原子数：
  42.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  150.36
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  AMP*tetra-n-butylammonium salt 、 N-(tert-butoxycarbonyl)-[2,3;4,6-bis-O-(1-methylethylidene)-α-D-mannopyranosyl]-(1-phenylsulfonyl)-tryptophan cyanomethyl ester 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 、 N-(tert-butoxycarbonyl)-[2,3;4,6-bis-O-(1-methylethylidene)-α-D-mannopyranosyl]-tryptophan AMP ester
  参考文献：
  名称：

  Preparation of Glycosylated Amino Acid Derivatives for Glycoprotein Synthesis by In Vitro Translation System

  摘要：

  General preparation of glycosylated amino acylated nucleotide for in vitro peptide synthesis was described. Both O-glycosylated amino acyl nucleotides and C-glycosylated amino acyl nucleotide were synthesized by choosing the appropriate protecting group. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00304-2
• 作为产物：
  描述：

  (S)-3-[1-Benzenesulfonyl-2-((2R,3S,4R,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid methyl ester 在 sodium hydroxide 、 4-甲基苯磺酸吡啶 、 N,N-二异丙基乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 51.0h， 生成 N-(tert-butoxycarbonyl)-[2,3;4,6-bis-O-(1-methylethylidene)-α-D-mannopyranosyl]-(1-phenylsulfonyl)-tryptophan cyanomethyl ester
  参考文献：
  名称：

  Preparation of Glycosylated Amino Acid Derivatives for Glycoprotein Synthesis by In Vitro Translation System

  摘要：

  General preparation of glycosylated amino acylated nucleotide for in vitro peptide synthesis was described. Both O-glycosylated amino acyl nucleotides and C-glycosylated amino acyl nucleotide were synthesized by choosing the appropriate protecting group. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00304-2