2-[[(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,38R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R,50R,51R,52R,53R,54R,55R,56R)-40-[(diaminomethylideneamino)methyl]-41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56-hexadecahydroxy-5,10,15,20,30,35-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontan-25-yl]methyl]guanidine | 1607803-94-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[[(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,38R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R,50R,51R,52R,53R,54R,55R,56R)-40-[(diaminomethylideneamino)methyl]-41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56-hexadecahydroxy-5,10,15,20,30,35-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontan-25-yl]methyl]guanidine
• CAS: 1607803-94-0
• 化学式: C₅₀H₈₆N₆O₃₈
• 分子量: 1379.25
• InChiKey: SEGLBUQPPZFERV-HSEONFRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -18.9
• 重原子数：
  94
• 可旋转键数：
  10
• 环数：
  30.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  722
• 氢给体数：
  26
• 氢受体数：
  40

反应信息

• 作为产物：
  描述：

  6A,6D-dideoxy-6A,6D-diamino-γ‑cyclodextrin 在 1H-pyrazolecarboxamidine hydrochloride 、 N,N-二异丙基乙胺 作用下， 以 水 为溶剂， 反应 48.0h， 以75%的产率得到2-[[(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,38R,40R,41R,42R,43R,44R,45R,46R,47R,48R,49R,50R,51R,52R,53R,54R,55R,56R)-40-[(diaminomethylideneamino)methyl]-41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56-hexadecahydroxy-5,10,15,20,30,35-hexakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontan-25-yl]methyl]guanidine
  参考文献：
  名称：

  A Supramolecular Strategy for Enhancing Photochirogenic Performance through Host/Guest Modification: Dicationic γ-Cyclodextrin-Mediated Photocyclodimerization of 2,6-Anthracenedicarboxylate

  摘要：

  Possessing an extra anionic handle for chiral supramolecular interactions, 2,6-anthracenedicarboxylate exhibited greater photochirogenic performance than 2-anthracenecarboxylate to afford the anti-cyclodimer in up to 94% yield and -72% enantiomeric excess upon photoirradiation with dicationic γ-cyclodextrins.

  DOI：

  10.1021/acs.orglett.0c03848

文献信息

• Ammonia-Driven Chirality Inversion and Enhancement in Enantiodifferentiating Photocyclodimerization of 2-Anthracenecarboxylate Mediated by Diguanidino-γ-cyclodextrin
  作者：Jiabin Yao、Zhiqiang Yan、Jiecheng Ji、Wanhua Wu、Cheng Yang、Masaki Nishijima、Gaku Fukuhara、Tadashi Mori、Yoshihisa Inoue

  DOI：10.1021/ja5032908

  日期：2014.5.14

  In the supramolecular photocyclodimerization of 2-anthracenecarboxylate mediated by 6(A),6(D)-diguanidino-γ-cyclodextrin (CD), the chiral sense and enantiomeric excess of the photoproduct were dynamic functions of temperature and cosolvent to afford the (M)-anti head-to-head cyclodimer in 64% ee in aqueous methanol at -70 °C but the antipodal (P)-isomer in 86% ee in aqueous ammonia at -85 °C, while

  在 6(A),6(D)-二胍基-γ-环糊精 (CD) 介导的 2-蒽羧酸超分子光环二聚反应中，光产物的手性和对映体过量是温度和助溶剂的动态函数，以提供 (M )-抗头对头环二聚体在 64% ee 的甲醇水溶液中在 -70 °C 但对映 (P)-异构体在 86% ee 的氨水中在 -85 °C，而相应的二氨基-γ-CD宿主没有表现出这种不寻常的光致变色行为。ee 景观对温度非常陡峭，并且对氨含量进行符号反转，以揭示在低氨含量和高氨含量下相反的温度依赖性，对此，溶剂结构和/或胍-羧酸盐相互作用模式的改变将是负责任的。