209115-33-3Relevant articles and documents
Synthesis and Structural Elucidation of 1,2-Disubstituted 3-Fluoropiperidines
Evans, Paul,Fischer, Pauline,Müller-Bunz, Helge,Morris, Morgan
, (2020/02/28)
The work described details the reaction between Selectfluor and a series of 1-carbonyloxy and 1-sulfonyl 2-piperidines in order to generate 3-fluoro-2-methoxypiperidines 3a–f. Their subsequent reaction with allyltrimethylsilane, in the presence of BF3 and TiCl4, is then reported. Studies involving a combination of single-crystal X-ray crystallography and NMR spectroscopy indicate that the allylation process is cis-selective for both carbamate and sulfonamide variants and that optimal levels of diastereoselectivity are obtained using the N-2-nitrobenzene sulfonyl (2-Ns) group. In this manner, the synthesis of a series of 2-allyl 3-fluoro-substituted piperidines (5a, c–f) was achieved. The conversion of both the cis and trans-N-tosyl adducts (5d) into 3-fluorinated analogues of the natural products pelletierine (10) and coniine (11) is subsequently detailed.
A facile synthesis of ω-aminoalkyl ammonium hydrogen phosphates
Kong, Wei Bo,Zhou, Xiao Yong,Yang, Yang,Xie, Xing Yi
experimental part, p. 923 - 926 (2012/09/21)
A series of ω-aminoalkyl ammonium hydrogen phosphates were synthesized through a simple and efficient three-step method. The starting materials, ω-aminoalkyl alcohols (AC-n, with carbon number n = 3, 4, 5, 6), were amino-protected with 9-fluorenylmethyl chloroformate (Fmoc-Cl), followed by phosphorylation with POCl3 and deprotection in piperidine/DMF. The structures of each intermediate and final product were confirmed by 1H NMR, FTIR and mass spectrum. The yield of each step was about 77-92%, with a total yield higher than 56%. This new method was superior in low-cost raw materials, mild reaction temperatures (0-25°C) and easy purification methods.
Preparation of high-loading polymer supports by polymerization reaction useful for oligonucleotide synthesis
Manchanda, Romila,Agarwal, Sunil K.,Kumar, Pradeep,Sharma, Ashwani K.,Gupta, Kailash C.,Chandra, Ramesh
, p. 2754 - 2762 (2007/10/03)
A simple protocol based on polymerization reactions has been developed for the preparation of high-loading polymer supports, useful for large-scale synthesis of oligonucleotides. Polymer supports of different pore sizes have been employed in the present i