Application of 627-31-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 627-31-6 name is 1,3-Diiodopropane(stabilized with Copper chip), This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
Example 19Synthesis of: 4-((/?)-2-amino-3-((/?)-2,3-bis(dodecanoyloxy)propylthio)propanamido)-l,l- difluorobutylphosphonic acidStep 1: diethyl 1 ,1 -difluoro-4-iodobut lphosphonate[000492] To a solution of diisopropylamine (1.6 eq) in THF (1.28 M) was slowly added n- butyllithium (1.5 M in cyclohexane, 1.5 eq) dropwise at 0 C. The reaction mixture was stirred at 0 C for 40 minutes. The mixture was then cooled down to -78 C, and diethyldifluoromethylphosphonate (1 eq) in HMPA (2.1 M) was slowly added to the reaction. Then the mixture was stirred at -78 C for 40 minutes and to the resulting solution was added a cooled solution of 1,3-diiodopropane (12.8 M in THF, 4 eq) rapidly. After 1.5 hours, the reaction was quenched by pouring into saturated NH4C1 solution. The aqueous phase was extracted with ethyl acetate three times. The combined organic phases were washed with brine, dried over anhydrous sodium sulfate and concentrated en vaccuo. The resulting crude was purified by flashchromatography on a COMBIFLASH system (ISCO) using 10-100% EtOAc/Hex to give the product as a yellow oil.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Diiodopropane(stabilized with Copper chip), and friends who are interested can also refer to it.
Reference:
Patent; IRM LLC; WU, Tom Yao-Hsiang; ZOU, Yefen; HOFFMAN, Timothy Z.; PAN, Jianfeng; WO2011/119759; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com