Acetic acid (3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-[(1,3-dimethyl-2,4,6-trioxo-tetrahydro-pyrimidin-5-ylidenemethyl)-amino]-tetrahydro-pyran-4-yl ester | 609361-15-1

• 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 (3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-[(1,3-dimethyl-2,4,6-trioxo-tetrahydro-pyrimidin-5-ylidenemethyl)-amino]-tetrahydro-pyran-4-yl ester
• CAS: 609361-15-1
• 化学式: C₂₁H₂₇N₃O₁₂
• 分子量: 513.458
• InChiKey: FZXGKNPWZTWSNV-UFMXMSTQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.41
• 重原子数：
  36.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  184.15
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-[(1,3-dimethyl-2,4,6-trioxo-tetrahydro-pyrimidin-5-ylidenemethyl)-amino]-tetrahydro-pyran-4-yl ester 在 氢溴酸 、 silver trifluoromethanesulfonate 、 溶剂黄146 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-[(1,3-dimethyl-2,4,6-trioxo-tetrahydro-pyrimidin-5-ylidenemethyl)-amino]-6-octyloxy-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Application of novel, N -DTPM protected d -glucosamine building blocks in oligosaccharide synthesis

  摘要：

  A study of glycosylation reactions was performed, using novel N-DTPM protected glucosamine donors 1-3 and D-Gal- and D-Glu-series. The accepters 4-9 ranging from achiral primary alcohols to various alcohols within the D-GlcNAc-: results show high yielding reactions with good beta -selectivities. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00367-7
• 作为产物：
  描述：

  乙酸酐 、 在 吡啶 作用下， 以97%的产率得到Acetic acid (3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-[(1,3-dimethyl-2,4,6-trioxo-tetrahydro-pyrimidin-5-ylidenemethyl)-amino]-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Application of novel, N -DTPM protected d -glucosamine building blocks in oligosaccharide synthesis

  摘要：

  A study of glycosylation reactions was performed, using novel N-DTPM protected glucosamine donors 1-3 and D-Gal- and D-Glu-series. The accepters 4-9 ranging from achiral primary alcohols to various alcohols within the D-GlcNAc-: results show high yielding reactions with good beta -selectivities. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00367-7

文献信息

• [EN] ANOMERIC DERIVATIVES OF MONOSACCHARIDES<br/>[FR] DERIVES ANOMERIQUES DE MONOSACCHARIDES
  申请人：ALCHEMIA PTY LTD

  公开号：WO2003082846A1

  公开（公告）日：2003-10-09

  A compound of formula (I), wherein, n is 0 or 1; R6 and R7 are h ydrogen, or together form a carbonyl oxygen; R1 is selected from the group consisting of hydrogen; -N(Z)Y and -C(Z)Y wherein; When R1 is -N(Z)Y, then: Y is selected from hydrogen, or the following, where G denotes the point of connection to the nitrogen atom in N(Y)Z (i-v); Z is selected from hydrogen or X1; Q is selected from hydrogen or W; The groups W are independently selected from the group consisting of alkyl, alkenyl, alkynyl, heteroalkyl, aryl, heteroaryl, arylalkyl and heteroarylalkyl of 1 to 20 atoms , The groups X1 are independently selected from the group consisting of alkyl, alkenyl, alkynyl, heteroalkyl, acyl, arylacyl, heteroarylacyl, aryl, heteroaryl, arylalkyl and heteroarylalkyl of 1 to 20 atoms , When R1 is -C(Z)Y, then: Y is selected from the group consisting of two hydrogen atoms, a double bonded oxygen (=O) to form a carbonyl, and a triple bonded nitrogen to form a nitrile, Z is absent, or is selected from hydrogen or U, Wherein U is selected from the group consisting of alkyl, alkenyl, alkynyl, heteroalkyl, aminoalkyl, aminoaryl, aryloxy, alkoxy, heteroaryloxy, aminoaryl, aminoheteroaryl, thioalkyl, thioaryl or thioheteroaryl, acyl, arylacyl, heteroarylacyl, aryl, heteroaryl, arylalkyl and heteroarylalkyl of 1 to 20 atoms, . When R1 is H, at least two of the groups R2, R3, R4 and R5 are selected from the group consisting of -OX2 or -N(T)Y, and the others are independently selected from hydrogen, -OH, -OX2, -N(T)Y, wherein Y is as defined above, T is selected from hydrogen or X2; and X2 is independently selected from alkyl, alkenyl, alkynyl, heteroalkyl, aryl, heteroaryl, arylalkyl or heteroarylalkyl of 1 to 20 atoms, When R1 is N(Z)Y or C(Z)Y, at least one of the groups R2, R3, R4 and R5 are selected from the group consisting of -OX2 or -N(T)Y, and the others are independently selected from hydrogen, -OH, -OX2, -N(T)Y, wherein Y is as defined above, T is selected from hydrogen or X2; and X2 is independently selected from alkyl, alkenyl, alkynyl, heteroalkyl, aryl, heteroaryl, arylalkyl or heteroarylalkyl of 1 to 20 atoms.

  一种化合物的化学式（I），其中，n为0或1；R6和R7为氢，或者一起形成羰基氧；R1选自以下群组：氢；-N(Z)Y和-C(Z)Y其中；当R1为-N(Z)Y时，则：Y选自氢，或以下情况，其中G表示N(Y)Z中与氮原子连接的点(i-v)；Z选自氢或X1；Q选自氢或W；W基团独立选自由1至20个原子的烷基，烯基，炔基，杂原子烷基，芳基，杂原子芳基，芳基烷基和杂原子芳基烷基群组，X1基团独立选自由1至20个原子的烷基，烯基，炔基，杂原子烷基，酰基，芳基酰基，杂原子芳基酰基，芳基，杂原子芳基，芳基烷基和杂原子芳基烷基群组，当R1为-C(Z)Y时，则：Y选自两个氢原子，形成羰基的双键氧（=O），形成腈基的三键氮，Z不存在，或选自氢或U，其中U选自由1至20个原子的烷基，烯基，炔基，杂原子烷基，氨基烷基，氨基芳基，芳氧基，烷氧基，杂原子芳氧基，氨基芳基，氨基杂原子芳基，硫代烷基，硫代芳基或硫代杂原子芳基，酰基，芳基酰基，杂原子芳基酰基，芳基，杂原子芳基，芳基烷基和杂原子芳基烷基群组，当R1为H时，R2，R3，R4和R5中至少有两个基团选自-氧基X2或-N(T)Y，其他基团独立选自氢，-羟基，-氧基X2，-N(T)Y，其中Y如上定义，T选自氢或X2；X2独立选自由1至20个原子的烷基，烯基，炔基，杂原子烷基，芳基，杂原子芳基，芳基烷基或杂原子芳基烷基，当R1为N(Z)Y或C(Z)Y时，R2，R3，R4和R5中至少有一个基团选自-氧基X2或-N(T)Y，其他基团独立选自氢，-羟基，-氧基X2，-N(T)Y，其中Y如上定义，T选自氢或X2；X2独立选自由1至20个原子的烷基，烯基，炔基，杂原子烷基，芳基，杂原子芳基，芳基烷基或杂原子芳基烷基。