کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1344882 980153 2008 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Practical resolution of racemic trans-2-benzylaminocyclohexanol with di-p-toluoyl-l-tartaric acid via diastereomeric salt formation based on the Pope and Peachey method
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی معدنی
پیش نمایش صفحه اول مقاله
Practical resolution of racemic trans-2-benzylaminocyclohexanol with di-p-toluoyl-l-tartaric acid via diastereomeric salt formation based on the Pope and Peachey method
چکیده انگلیسی

A new resolution process for racemic trans-2-benzylaminocyclohexanol 2, a key intermediate for chiral pharmaceuticals, was investigated. Di-p-toluoyl-l-tartaric acid 15 was found to be a new practical resolving agent in terms of stability and productivity of the resolution system. Resolution conditions were optimized based on the Pope and Peachey method, and the best result was obtained when HCl was added to the resolution system as a supplemental acid; 2/l-15/HCl = 1.0/0.6/0.4 (mol/mol/mol) (yield 92%, 99.5%de, E 92%).

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(1R,2R)-2-Benzylaminocyclohexanol: di-p-toluoyl-l-tartaric acidC33H7NO9De >99.5%[α]D20=-110.3 (c 1, MeOH)Source of chirality: resolutionAbsolute configuration: (1R,2R/2R,3R)

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron: Asymmetry - Volume 19, Issue 21, 3 November 2008, Pages 2458–2461
نویسندگان
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