(S)-6-(2-methoxycarbonyl)ethyl-2,2'-bis(trifluoromethanesulfonyl)-1,1'-binaphthyl

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-6-(2-methoxycarbonyl)ethyl-2,2'-bis(trifluoromethanesulfonyl)-1,1'-binaphthyl
• 英文别名: (S)-6-(2-methoxycarbonyl)ethyl-2,2'-bis(trifluoromethanesulfonyloxy)-1,1'-binaphthyl；Methyl 3-[6-(trifluoromethylsulfonyloxy)-5-[2-(trifluoromethylsulfonyloxy)naphthalen-1-yl]naphthalen-2-yl]propanoate
• 化学式: C₂₆H₁₈F₆O₈S₂
• 分子量: 636.547
• InChiKey: HMMDBHUSVLOYEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  42
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  130
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (S)-6-(2-methoxycarbonyl)ethyl-2,2'-bis(trifluoromethanesulfonyl)-1,1'-binaphthyl 在 甲醇 、 palladium diacetate 、 氢氧化钾 、 草酰氯 、 1,3-双(二苯基膦)丙烷 、 甲基磺酰氯 、 三乙胺 、 N,N-二异丙基乙胺 、 乙酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 二甲基亚砜 为溶剂， 25.0~120.0 ℃ 、506.62 kPa 条件下， 反应 121.0h， 生成 (S)-6-(2-methoxycarbonylethyl)-2,2'-bis((S)-4-isopropyloxazol-2-yl)-1,1'-binaphthyl
  参考文献：
  名称：

  A simple synthetic approach to homochiral 6- and 6′-substituted 1,1′-binaphthyl derivatives

  摘要：

  Various homochiral binaphthyl derivatives having functional groups at the 6-position are important key intermediates for the immobilization of binaphthyl compounds on various solid-supports and have been prepared from commercially available 1,1'-bi-2-naphthol via controlled monopivalation of the 2-hydroxyl group and electrophilic aromatic substitution at the 6-position. (S)-2,2'-Bis-((S)-4-alkyloxazol-2-yl)-6-(2-methoxycarbonyl)ethyl-1,1'-binaphthyls (6-functionalized (S,S)-boxax)) were prepared and immobilized on various polymer supports including PS-PEG, PS, PEGA and MeO-PEG resin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01584-3
• 作为产物：
  描述：

  (S)-6-bromo-2-hydroxy-2'-pivaloyloxy-1,1'-binaphthyl 在 palladium diacetate 吡啶 、 甲醇 、 palladium diacetate 、 氢氧化钾 、 三正丁胺 、 氢气 、 乙酰氯 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 148.0h， 生成 (S)-6-(2-methoxycarbonyl)ethyl-2,2'-bis(trifluoromethanesulfonyl)-1,1'-binaphthyl
  参考文献：
  名称：

  A simple synthetic approach to homochiral 6- and 6′-substituted 1,1′-binaphthyl derivatives

  摘要：

  Various homochiral binaphthyl derivatives having functional groups at the 6-position are important key intermediates for the immobilization of binaphthyl compounds on various solid-supports and have been prepared from commercially available 1,1'-bi-2-naphthol via controlled monopivalation of the 2-hydroxyl group and electrophilic aromatic substitution at the 6-position. (S)-2,2'-Bis-((S)-4-alkyloxazol-2-yl)-6-(2-methoxycarbonyl)ethyl-1,1'-binaphthyls (6-functionalized (S,S)-boxax)) were prepared and immobilized on various polymer supports including PS-PEG, PS, PEGA and MeO-PEG resin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01584-3

文献信息

• Polymer-carrying optically active binaphthyl type oxazoline compound
  申请人：Takasago International Corporation

  公开号：US20040097738A1

  公开（公告）日：2004-05-20

  A polymer-carrying optically active binaphthyl type oxazoline compound having axial asymmetry, represented by the following general formula (1) 1 (wherein R 1 and R 2 may be the same or different from each other and each represents a hydrogen atom, an alkyl group having from 1 to 6 carbon atoms or the like; R 3 is a hydrogen atom or —R 5 —X—R 6 ; R 4 is a hydrogen atom or the like; R 5 is a straight- or branched-chain aliphatic hydrocarbon chain which may have a directly or indirectly bonded substituent; X is CH 2 , CO 2 , O, CONR 7 or NR 7 ; R 6 is a directly or indirectly bonded polymer; and R 7 is a hydrogen atom or the like), and to a transition metal complex which uses the compound as the ligand.

  一种携带聚合物的具有轴向不对称性的光学活性联萘基氧唑啉化合物，由下列一般式（1）表示（其中R1和R2可以相同也可以不同，且分别表示氢原子、具有1至6个碳原子的烷基基团或类似物；R3表示氢原子或—R5—X—R6；R4表示氢原子或类似物；R5表示可直接或间接连接的直链或支链脂肪烃链，可能具有直接或间接连接的取代基；X为CH2、CO2、O、CONR7或NR7；R6表示直接或间接连接的聚合物；R7表示氢原子或类似物），以及使用该化合物作为配体的过渡金属配合物。
• US7164026B2
  申请人：——

  公开号：US7164026B2

  公开（公告）日：2007-01-16
• A simple synthetic approach to homochiral 6- and 6′-substituted 1,1′-binaphthyl derivatives
  作者：Heiko Hocke、Yasuhiro Uozumi

  DOI：10.1016/s0040-4020(02)01584-3

  日期：2003.1

  Various homochiral binaphthyl derivatives having functional groups at the 6-position are important key intermediates for the immobilization of binaphthyl compounds on various solid-supports and have been prepared from commercially available 1,1'-bi-2-naphthol via controlled monopivalation of the 2-hydroxyl group and electrophilic aromatic substitution at the 6-position. (S)-2,2'-Bis-((S)-4-alkyloxazol-2-yl)-6-(2-methoxycarbonyl)ethyl-1,1'-binaphthyls (6-functionalized (S,S)-boxax)) were prepared and immobilized on various polymer supports including PS-PEG, PS, PEGA and MeO-PEG resin. (C) 2003 Elsevier Science Ltd. All rights reserved.