85483-97-2Relevant articles and documents
Double-hetero atom six-membered ring of synthetic method
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Paragraph 0110; 0114; 0115; 0116; 0117, (2018/07/30)
The invention provides a double-hetero atom six-membered ring of synthetic method. The synthetic method comprises to alkyl substituted cyclopropane and benzyl alcohol and/or a the oxygen radical animal pen is mellow as the starting material, sequentially carry out the ring-opening reaction, a transesterification reaction, 1st sulfonylation reaction, alcoholysis reaction and the nucleophilic substitution reaction, catalytic hydrogenation reaction and 2nd sulfonylation reaction and forming ring reaction, to obtain the required double-hetero atom six-membered ring, a formula (1) of the structure shown. In order to price the comparatively cheap racemic alkyl substituted cyclopropane as raw materials, to participate in the ring-opening reaction, to obtain a ring opening product. Then under the action of the esterase, make the ring-opening products which is a transesterification reaction, disposable obtain the desired racemic compound. This avoids the traditional method of multi-step separation and purification in the synthesis step, shortens the synthetic route. In the above synthetic route also avoids the need to use some dangerous reagent, process more security, reducing waste generation, and save the process cost.
Synthesis of (R)-propane-1,2-diol from lactides by dynamic kinetic resolution
Shuklov, Ivan A.,Dubrovina, Natalia V.,Schulze, Joachim,Tietz, Wolfgang,B?rner, Armin
, p. 3495 - 3497 (2014/06/10)
The dynamic kinetic resolution (DKR) of rac-1-tert-butoxypropan-2-ol with isopropenyl acetate in the presence of Novozyme 435 and a ruthenium catalyst produces enantiomerically pure (R)-1-tert-butoxy-2-acetoxy-propane (>99.5 %ee) in a good yield. The product can be easily transformed into (R)-propane-1,2-diol without loss of stereoselectivity. Together with recently published procedures, the herein described DKR offers the possibility to use any lactide source as starting material for the production of (R)-propane-1,2-diol. The chiral diol may serve as the chiral building block for the synthesis of important enantiopure esters, like propylene carbonate, chiral polymers, etc.
Copper-catalyzed cross-coupling of nonactivated secondary alkyl halides and tosylates with secondary alkyl grignard reagents
Yang, Chu-Ting,Zhang, Zhen-Qi,Liang, Jun,Liu, Jing-Hui,Lu, Xiao-Yu,Chen, Huan-Huan,Liu, Lei
supporting information; experimental part, p. 11124 - 11127 (2012/08/28)
Practical catalytic cross-coupling of secondary alkyl electrophiles with secondary alkyl nucleophiles under Cu catalysis has been realized. The use of TMEDA and LiOMe is critical for the success of the reaction. This cross-coupling reaction occurs via an SN2 mechanism with inversion of configuration and therefore provides a general approach for the stereocontrolled formation of C-C bonds between two tertiary carbons from chiral secondary alcohols.
