mono-(6^A-N-allyl-N-tert-butoxycarbonylamino-6^A-deoxy)hexakis-(6^B,6^C,6^D,6^E,6^F,6^G-O-methyl)heptakis-(2,3-di-O-methyl)cyclomaltoheptaose | 894419-09-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: mono-(6^A-N-allyl-N-tert-butoxycarbonylamino-6^A-deoxy)hexakis-(6^B,6^C,6^D,6^E,6^F,6^G-O-methyl)heptakis-(2,3-di-O-methyl)cyclomaltoheptaose
• 英文别名: tert-butyl N-prop-2-enyl-N-[[(1R,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31R,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-36,37,38,39,40,41,42,43,44,45,46,47,48,49-tetradecamethoxy-10,15,20,25,30,35-hexakis(methoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontan-5-yl]methyl]carbamate
• CAS: 894419-09-1
• 化学式: C₇₀H₁₂₃NO₃₆
• 分子量: 1554.73
• InChiKey: DIMMZOGINQGOIL-AMCDWNATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  107
• 可旋转键数：
  32
• 环数：
  21.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  343
• 氢给体数：
  0
• 氢受体数：
  36

反应信息

• 作为反应物：
  描述：

  mono-(6^A-N-allyl-N-tert-butoxycarbonylamino-6^A-deoxy)hexakis-(6^B,6^C,6^D,6^E,6^F,6^G-O-methyl)heptakis-(2,3-di-O-methyl)cyclomaltoheptaose 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 21.0h， 以60%的产率得到
  参考文献：
  名称：

  Use of the olefin metathesis reaction for highly efficient β-cyclodextrin modification

  摘要：

  A series of novel primary face mono-substituted P-cyclodextrin derivatives have been synthesised using the olefin metathesis reaction. Mono-6-allylamino-6-deoxy-beta-cyclodextrin easily synthesised by nucleophilic substitution of mono-6-tosyl-beta-cyclodextrin is the key synthon in the preparation of cyclodextrin derivatives mono-functionalised at the primary face by alkyl, aryl or perfluoroalkyl groups using Grubbs catalyst. In the cases of vinylbenzene and 1H, 1H, 2H-perfluoro-1-octene, the metathesis reactions yield with 95% stereoselectivity of the E-isomer. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.010
• 作为产物：
  描述：

  mono-(6^A-N-allyl-N-tert-butoxycarbonylamino-6^A-deoxy)cyclomaltoheptaose 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.0h， 以65%的产率得到mono-(6^A-N-allyl-N-tert-butoxycarbonylamino-6^A-deoxy)hexakis-(6^B,6^C,6^D,6^E,6^F,6^G-O-methyl)heptakis-(2,3-di-O-methyl)cyclomaltoheptaose
  参考文献：
  名称：

  Use of the olefin metathesis reaction for highly efficient β-cyclodextrin modification

  摘要：

  A series of novel primary face mono-substituted P-cyclodextrin derivatives have been synthesised using the olefin metathesis reaction. Mono-6-allylamino-6-deoxy-beta-cyclodextrin easily synthesised by nucleophilic substitution of mono-6-tosyl-beta-cyclodextrin is the key synthon in the preparation of cyclodextrin derivatives mono-functionalised at the primary face by alkyl, aryl or perfluoroalkyl groups using Grubbs catalyst. In the cases of vinylbenzene and 1H, 1H, 2H-perfluoro-1-octene, the metathesis reactions yield with 95% stereoselectivity of the E-isomer. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.010

文献信息

• Use of the olefin metathesis reaction for highly efficient β-cyclodextrin modification
  作者：Bernard Bertino Ghera、Fabienne Fache、Hélène Parrot-Lopez

  DOI：10.1016/j.tet.2006.03.010

  日期：2006.5

  A series of novel primary face mono-substituted P-cyclodextrin derivatives have been synthesised using the olefin metathesis reaction. Mono-6-allylamino-6-deoxy-beta-cyclodextrin easily synthesised by nucleophilic substitution of mono-6-tosyl-beta-cyclodextrin is the key synthon in the preparation of cyclodextrin derivatives mono-functionalised at the primary face by alkyl, aryl or perfluoroalkyl groups using Grubbs catalyst. In the cases of vinylbenzene and 1H, 1H, 2H-perfluoro-1-octene, the metathesis reactions yield with 95% stereoselectivity of the E-isomer. (c) 2006 Elsevier Ltd. All rights reserved.