Isopropyl 2,5-anhydro-6-[2,5-anhydro-6-azido-6-deoxy-3,4-O-isopropylidene-D-galactonamido-(N->6)-2,5-anhydro-6-deoxy-3,4-O-isopropylidene-D-galactonamido]-6-deoxy-3,4-O-isopropylidene-D-galactonate | 321429-72-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Isopropyl 2,5-anhydro-6-[2,5-anhydro-6-azido-6-deoxy-3,4-O-isopropylidene-D-galactonamido-(N->6)-2,5-anhydro-6-deoxy-3,4-O-isopropylidene-D-galactonamido]-6-deoxy-3,4-O-isopropylidene-D-galactonate
• 英文别名: propan-2-yl (3aS,4R,6R,6aS)-6-[[[(3aS,4R,6R,6aS)-6-[[[(3aS,4R,6R,6aS)-6-(azidomethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl]amino]methyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl]amino]methyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylate
• CAS: 321429-72-5
• 化学式: C₃₀H₄₅N₅O₁₃
• 分子量: 683.713
• InChiKey: YJHOALFVNWDWRM-MMIOYDFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  48
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  182
• 氢给体数：
  2
• 氢受体数：
  15

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	Isopropyl 2,5-anhydro-6-(2,5-anhydro-6-azido-6-deoxy-3,4-O-isopropylidene-D-galactonamido)-6-deoxy-3,4-O-isopropylidene-D-galactonate	321429-59-8	C21H32N4O9	484.506
  ——	propan-2-yl (3aS,4R,6R,6aS)-6-[[[(3aS,4R,6R,6aS)-6-(aminomethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl]amino]methyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylate	321429-61-2	C21H34N2O9	458.509
  ——	Isopropyl 2,5-anhydro-6-azido-6-deoxy-3,4-O-isopropylidene-D-galactonate	321429-52-1	C12H19N3O5	285.3
  ——	Methyl 2,5-anhydro-6-azido-6-deoxy-3,4-O-isopropylidene-D-galactonate	321429-56-5	C10H15N3O5	257.246
  ——	(3aS,4R,6R,6aS)-6-(azidomethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid	321429-58-7	C9H13N3O5	243.219
  ——	propan-2-yl (3aS,4R,6R,6aS)-6-(aminomethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylate	321429-57-6	C12H21NO5	259.302
  ——	Methyl 2,5-anhydro-3,4-O-isopropylidene-D-galactonate	321429-54-3	C10H16O6	232.233
  ——	methyl (3aS,4R,6R,6aS)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylate	145372-65-2	C14H22O7	302.324
  ——	Methyl 2,5-anhydro-3,4-O-isopropylidene-D-glycero-D-galacto-heptonate	321429-53-2	C11H18O7	262.26
  ——	methyl (3aS,4R,6R,6aS)-2,2-dimethyl-6-(trifluoromethylsulfonyloxymethyl)-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylate	321429-55-4	C11H15F3O8S	364.297

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	Isopropyl 2,5-anhydro-6-[2,5-anhydro-6-azido-6-deoxy-3,4-O-isopropylidene-D-galactonamido-(N->6)-2,5-anhydro-6-deoxy-3,4-O-isopropylidene-D-galactonamido-(N->6)-2,5-anhydro-6-deoxy-3,4-O-isopropylidene-D-galactonamido]-6-deoxy-3,4-O-isopropylidene-D-...	321429-66-7	C39H58N6O17	882.92
  ——	propan-2-yl (3aS,4R,6R,6aS)-6-[[[(3aS,4R,6R,6aS)-6-[[[(3aS,4R,6R,6aS)-6-[[[(3aS,4R,6R,6aS)-6-(aminomethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl]amino]methyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl]amino]methyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl]amino]methyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylate	321429-68-9	C39H60N4O17	856.922
  ——	propan-2-yl (3aS,4R,6R,6aS)-6-[[[(3aS,4R,6R,6aS)-6-[[[(3aS,4R,6R,6aS)-6-(aminomethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl]amino]methyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl]amino]methyl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylate	321429-74-7	C30H47N3O13	657.715

反应信息

• 作为反应物：
  描述：

  Isopropyl 2,5-anhydro-6-[2,5-anhydro-6-azido-6-deoxy-3,4-O-isopropylidene-D-galactonamido-(N->6)-2,5-anhydro-6-deoxy-3,4-O-isopropylidene-D-galactonamido]-6-deoxy-3,4-O-isopropylidene-D-galactonate 在 钯 氢气 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 87.0h， 生成 Isopropyl 2,5-anhydro-6-[2,5-anhydro-6-azido-6-deoxy-3,4-O-isopropylidene-D-galactonamido-(N->6)-2,5-anhydro-6-deoxy-3,4-O-isopropylidene-D-galactonamido-(N->6)-2,5-anhydro-6-deoxy-3,4-O-isopropylidene-D-galactonamido-(N->6)-2,5-anhydro-6-deoxy-...]...
  参考文献：
  名称：

  Tetrahydrofuran amino acids—versatile building blocks for unnatural biopolymers: lack of secondary structure in oligomeric carbopeptoids derived from a D-galacto-5-(aminomethyl) tetrahydrofuran-2-carboxylic acid

  摘要：

  本文介绍了从七碳内酯中高效合成 D-半乳糖构型四氢呋喃氨基酸作为单体以生成序列确定的结构生物聚合物模拟物的方法。对这种单体的同源异构体衍生物特性的研究表明，它们并不具有明确的二级结构。此外，还介绍了异源同分异构体衍生物的意外形成及其溶液结构研究。

  DOI：

  10.1039/b002995p
• 作为产物：
  描述：

  methyl (3aS,4R,6R,6aS)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylate 在 钯 吡啶 、 sodium hydroxide 、 sodium azide 、 氢气 、 sodium cyanoborohydride 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 溶剂黄146 、 过碘酸 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 51.33h， 生成 Isopropyl 2,5-anhydro-6-[2,5-anhydro-6-azido-6-deoxy-3,4-O-isopropylidene-D-galactonamido-(N->6)-2,5-anhydro-6-deoxy-3,4-O-isopropylidene-D-galactonamido]-6-deoxy-3,4-O-isopropylidene-D-galactonate
  参考文献：
  名称：

  Tetrahydrofuran amino acids—versatile building blocks for unnatural biopolymers: lack of secondary structure in oligomeric carbopeptoids derived from a D-galacto-5-(aminomethyl) tetrahydrofuran-2-carboxylic acid

  摘要：

  本文介绍了从七碳内酯中高效合成 D-半乳糖构型四氢呋喃氨基酸作为单体以生成序列确定的结构生物聚合物模拟物的方法。对这种单体的同源异构体衍生物特性的研究表明，它们并不具有明确的二级结构。此外，还介绍了异源同分异构体衍生物的意外形成及其溶液结构研究。

  DOI：

  10.1039/b002995p

文献信息

• Tetrahydrofuran amino acids—versatile building blocks for unnatural biopolymers: lack of secondary structure in oligomeric carbopeptoids derived from a D-galacto-5-(aminomethyl) tetrahydrofuran-2-carboxylic acid
  作者：Dominic E. A. Brittain、Mark P. Watterson、Timothy D. W. Claridge、Martin D. Smith、George W. J. Fleet

  DOI：10.1039/b002995p

  日期：——

  The efficient synthesis of a D-galacto-configured tetrahydrofuran amino acid from a seven-carbon lactone as a monomer for the generation of sequence-defined structured biopolymer mimics is described. Investigations into the characteristics of homooligomeric derivatives of this monomer indicate that they do not adopt well defined secondary structures. The unanticipated formation of a heterooligomeric derivative and investigations into its solution structure are also described.

  本文介绍了从七碳内酯中高效合成 D-半乳糖构型四氢呋喃氨基酸作为单体以生成序列确定的结构生物聚合物模拟物的方法。对这种单体的同源异构体衍生物特性的研究表明，它们并不具有明确的二级结构。此外，还介绍了异源同分异构体衍生物的意外形成及其溶液结构研究。