2-Amino-1-benzocycloalkanol誘導体の立体化学2-Acylamino-1-benzocycloalkanolの立体配座および水酸基水素の核磁気共鳴

スポンサーリンク

概要

• 論文の詳細を見る

• The hydroxyl and acylamino groups on four sets of cis- and trans-isomers of five-, six-, and seven-membered 2-acylamino-1-benzocycloalkanols (I-IV) have been assigned preferred conformations of axial (a)-equatorial (e) for the cis-isomers and e-e for the trans ones on the basis of their nuclear magnetic resonance (NMR) spectra in (CD_3)_2SO. In each set of isomers of five- (I) and six-membered systems (II and III), hydroxyl-carbinol proton coupling constants (JHCOH) of the cis-isomers (a-OH proton) are found to be smaller than their trans counterparts (e-OH proton), and the chemical shifts of hydroxyl proton (δ_<OH>) of the former are found at higher field than the latter. However, the reverse relationship between the configurations of the substituents and both of JHCOH and δ_<OH> was observed in the seven-membered ring system. The difference between the five- and six-membered and the seven-membered ring systems may be related to the effect of Ar-C_1-C_2 angle (θ). NMR and infrared spectra in CDCl_3 indicated the presence of intramolecular -OH.... O=C-NH hydrogen bonds in the trans-five-(Ib) and six-membered (IIb and IIIb) and the cis-seven-membered (IVa) ring derivatives.

• 1977-12-25

著者

• 平田 康文

  Central Research Laboratories Yamanouchi Pharmaceutical Co. Ltd.

• 平田 康文

  山之内製薬株式会社中央研究所

関連論文

• 2-Amino-1-benzocycloalkanol誘導体の立体化学2-Acylamino-1-benzocycloalkanolの立体配座および水酸基水素の核磁気共鳴
• Synthesis of 2-N, N-Dialkylamino-1-aroyloxybenzocycloalkanes
• 2-Amino-1-benzocycloalkanol誘導体の立体化学2-Acylamino-1-benzocycloalkanolと塩化チオニルならびに濃硫酸との反応
• ビタミンB_1とホスゲンの反応
• 15.ビタミンB_1とホスゲンとの反応(第162回会議研究発表要旨)
• 110.Hydroxyethylthiamineにかんする研究(II) : 光学活性のHydroxyethylthiamineおよびその誘導体の合成(日本ビタミン学会第17回大会研究発表要旨)
• STUDIES ON THE REACTION OF THIAMINE WITH PHOSGENE

スポンサーリンク