N-[3-acetylamino-5-(7-acetylamino-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-2-tert-butoxycarbonylamino-succinamic acid allyl ester | 344597-17-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[3-acetylamino-5-(7-acetylamino-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-2-tert-butoxycarbonylamino-succinamic acid allyl ester
• CAS: 344597-17-7
• 化学式: C₅₆H₆₈N₄O₁₅
• 分子量: 1037.17
• InChiKey: PMLSCBUWAMJEHQ-VWOJCDIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  75.0
• 可旋转键数：
  22.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  225.77
• 氢给体数：
  4.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  N-[3-acetylamino-5-(7-acetylamino-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-2-tert-butoxycarbonylamino-succinamic acid allyl ester 在 四(三苯基膦)钯 N-甲基苯胺 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到
  参考文献：
  名称：

  Synthesis of the extracellular Ig domain I of Emmprin carrying a chitobiose unit

  摘要：

  The extracellular Ig domain I of Emmprin (34-94) carrying a chitobiose unit at Asn(44) was chemically synthesized. Boc-Asn with a benzyl-protected chitobiose unit was synthesized and used for the preparation of peptide thioester with the sequence of Emmprin (34-58) by Boc strategy. C-Terminal peptide amide (59-94) was also prepared by the solid-phase method. These segments were condensed by activation of the thioester group by silver ions to obtain a protected form of Emmprin (34-94)-NH2. After deprotection and air oxidation, the desired Emmprin (34-94)-NH2 with chitobiose was successfully obtained. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00342-2
• 作为产物：
  描述：

  2-[(2R,4aR,6S,7R,8R,8aS)-8-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-isoindole-1,3-dione 在 palladium on activated charcoal 二氯二茂铪 、 二甲氨基三氟化硫 、 四丁基氟化铵 、 氢气 、 silver perchlorate 、 溶剂黄146 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 乙二胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 正丁醇 为溶剂， 反应 2.0h， 生成 N-[3-acetylamino-5-(7-acetylamino-8-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-4-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-2-tert-butoxycarbonylamino-succinamic acid allyl ester
  参考文献：
  名称：

  Synthesis of the extracellular Ig domain I of Emmprin carrying a chitobiose unit

  摘要：

  The extracellular Ig domain I of Emmprin (34-94) carrying a chitobiose unit at Asn(44) was chemically synthesized. Boc-Asn with a benzyl-protected chitobiose unit was synthesized and used for the preparation of peptide thioester with the sequence of Emmprin (34-58) by Boc strategy. C-Terminal peptide amide (59-94) was also prepared by the solid-phase method. These segments were condensed by activation of the thioester group by silver ions to obtain a protected form of Emmprin (34-94)-NH2. After deprotection and air oxidation, the desired Emmprin (34-94)-NH2 with chitobiose was successfully obtained. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00342-2