O,O'-(S)-(1,1'-dinaphthyl-2,2'-diyl)-N-[1-(2,6-dimethyl)piperidinyl]phosphoramidite

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: O,O'-(S)-(1,1'-dinaphthyl-2,2'-diyl)-N-[1-(2,6-dimethyl)piperidinyl]phosphoramidite
• 英文别名: 1-(12,14-Dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(15),2(11),3,5,7,9,16,18,20,22-decaen-13-yl)-2,6-dimethylpiperidine
• 化学式: C₂₇H₂₆NO₂P
• 分子量: 427.483
• InChiKey: RROPAZFVSOYHBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  31
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  S-1,1'-联-2-萘酚 在 三乙胺 、 三氯化磷 作用下， 以 甲苯 为溶剂， 反应 16.0h， 生成 O,O'-(S)-(1,1'-dinaphthyl-2,2'-diyl)-N-[1-(2,6-dimethyl)piperidinyl]phosphoramidite
  参考文献：
  名称：

  使用铜-亚磷酰胺络合物的二烷基锌试剂的对映选择性催化共轭加成；配体变化和非线性效应

  摘要：

  合成了多种新的手性亚磷酰胺，并在铜催化的对乙基己烯酮和查耳酮的铜催化对映选择性共轭加成中进行了测试，以评估对立体控制至关重要的结构特征。空间要求高的胺部分对于达到高ee是必不可少的。发现查尔酮的对映选择性高达89％，环烯酮的对映选择性高达98％。对具有最佳配体的环己烯酮和查尔酮的非线性效应的研究表明，环状和非环状烯酮均具有明显的非线性效应。

  DOI：

  10.1016/s0040-4020(00)00142-3

文献信息

• [EN] SYNTHESIS OF R-BIPHENYLALANINOL<br/>[FR] SYNTHÈSE DE R-BIPHÉNYLALANINOL
  申请人：DSM IP ASSETS BV

  公开号：WO2013026773A1

  公开（公告）日：2013-02-28

  This invention relates to a novel process for the synthesis of R-biphenylalaninol and to intermediate compounds that are formed in the process according to the invention, i.e. novel intermediates useful in the synthesis of R-biphenylalaninol. The invention also relates to R-biphenylalaninol, The process according to the invention, the intermediates to of R-biphenylalaninol and of R-biphenylalaninol are all useful in the synthesis of pharmaceutically active compounds.

  本发明涉及一种合成R-双苯丙氨醇的新型工艺，以及在该工艺中形成的中间化合物，即在合成R-双苯丙氨醇过程中有用的新型中间体。本发明还涉及R-双苯丙氨醇、根据本发明的工艺、R-双苯丙氨醇的中间体，以及它们在合成药用活性化合物方面的应用。
• Method of Producing Macrocyclic Ketone, and Intermediate Thereof
  申请人：Matsuda Hiroyuki

  公开号：US20070287870A1

  公开（公告）日：2007-12-13

  A process for producing muscone by methyl addition to the 1,4-conjugation of 2-cyclopentadecenone. By the process, muscone is produced in high yield not under reaction condition including an extremely low temperature and a low concentration but under practical condition. The process comprises subjecting 2-cyclopentadecenone to a 1,4-conjugation addition reaction with an organometallic methylation reagent in the presence of a copper or nickel catalyst and an enol anion scavenger to obtain a 3-methyl-1-cyclopentadecene derivative represented by General Formula (II) and then solvolyzing the enol moiety of the 3-methyl-1-cyclopentadecene derivative to obtain muscone.

  通过对2-环戊十五烯酮的1,4-共轭加成进行甲基化反应制备肉麝香的方法。该过程在实用条件下而非包括极低温度和低浓度的反应条件下高产肉麝香。该过程包括将2-环戊十五烯酮与有机金属甲基试剂在铜或镍催化剂和烯醇阴离子清除剂的存在下进行1,4-共轭加成反应，以获得由通式（II）表示的3-甲基-1-环戊十五烯衍生物，然后溶解3-甲基-1-环戊十五烯衍生物的烯醇基团以获得肉麝香。
• Vries, Andre H. M. de; Meetsma, Auke; Feringa, Ben L., Angewandte Chemie, 1996, vol. 108, # 20, p. 2526 - 2528
  作者：Vries, Andre H. M. de、Meetsma, Auke、Feringa, Ben L.

  DOI：——

  日期：——
• PROCESS FOR THE PREPARATION OF ENANTIOMERICALLY ENRICHED COMPOUNDS
  申请人：MINNAARD Adriaan Jacobus

  公开号：US20080275274A1

  公开（公告）日：2008-11-06

  Process for the preparation of enantiomerically enriched compounds of formula Ar—C(R 1 )—C(R 2 )-Z wherein Ar represents an optionally substituted (hetero)aryl group R 1 and R 2 , each independently, represent H, an alkyl, (hetero)aryl, dialkylamino, amido, thioether, alkoxy or aryloxy group with the proviso that not both R 1 and R 2 represent H, or R 1 and R 2 form together with the C-atoms to which they are bound a (hetero)alkyl or (hetero)alkenyl ring and Z represents an electron withdrawing group, in which process a boronic acid derivate of formula Ar—B(OR 3 )OR 4 or its anhydride, wherein R 3 and R 4 , each independently, represent H or an alkyl group, is reacted with an olefinic unsaturated compound of formula R 2 —C═C—(R 1 )Z in the presence of a transition metal catalyst comprising a transition metal chosen from Cu and group VIII and an enantiomerically enriched ligand L, having formula (I) where C n together with the two O-atoms and the P-atom forms a substituted or nonsubstituted ring with 2-6 C-atoms, R 5 and R 6 each independently represent H, an optionally substituted alkyl, aryl, alkaryl, or aralkyl group, or the group of formula (II) wherein C n 1 may have the same meanings as given for C n and B represents a bridging group, or R 5 and R 6 may form a heterocyclic ring together with the N-atom to which they are bound.
• SYNTHESIS OF R-BIPHENYLALANINOL
  申请人：Hermsen Petrus Johannes

  公开号：US20140296559A1

  公开（公告）日：2014-10-02

  This invention relates to a novel process for the synthesis of R-biphenylalaninol and to intermediate compounds that are formed in the process according to the invention, i.e. novel intermediates useful in the synthesis of R-biphenylalaninol. The in vention also relates to R-biphenylalaninol, The process according to the invention, the intermediates to of R-biphenylalaninol and of R-biphenylalaninol are all useful in the synthesis of pharmaceutically active compounds.