119008-52-5

Upstream product

• 2935-44-6 hexane-2,5-diol 
• 124-63-0 methanesulfonyl chloride 
• 38484-56-9 (+/-)-2,5-hexanediol 

Downstream Products

• 129647-10-5 (2R,5R)-2,5-dimethyl-1-phenylphospholane 
• 216019-41-9 2R,5R-bis(diphenylphosphino)hexane 
• 745074-71-9 cis-(3R,4R)-3-[benzyl(benzyloxycarbonyl)amino]-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-(benzyloxymethyl)azetidin-2-one 
• 1048332-84-8 cis-(3R,4S)-3-[benzyl(benzyloxycarbonyl)amino]-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-pentylazetidin-2-one 
• 745074-70-8 trans-(3R,4R)-3-[benzyl(benzyloxycarbonyl)amino]-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-pentylazetidin-2-one 
• 745074-57-1 trans-(3R,4R)-3-[benzyl(benzyloxycarbonyl)amino]-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-methylazetidin-2-one 
• 745074-64-0 ((2R,5R)-2,5-Dimethyl-pyrrolidin-1-yl)-[3-phenyl-prop-(E)-ylidene]-amine 
• 679003-00-0 (3R)-3-benzyloxy-1-[(2R,5R)-2,5-dimethyl-pyrrolidin-1-yl]azetidin-2-one 
• 438566-59-7 (3R,4S)-cis-3-benzyloxy-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-phenylazetidin-2-one 
• 438566-58-6 (3R,4S)-cis-3-benzyloxy-1-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]-4-isopropylazetidin-2-one 
• 834880-04-5 benzyl-[1-(2,5-dimethyl-pyrrolidin-1-yl)-2-oxo-azetidin-3-yl]-carbamic acid benzyl ester 
• 745074-66-2 (2R,5R)-1-[(2-benzyloxy)ethylideneamino]-2,5-dimethylpyrrolidine 
• 216019-41-9 ((2R,5R)-hexane-2,5-diyl)bis(diphenylphosphane) 
• 119008-53-6 (-)-N-benzyl-(2R,5R)-2,5-dimethylpyrrolidine 

Relevant academic research and scientific papers

Asymmetric synthesis of trans-2,5-dimethylpyrrolidine

A new synthetic route to (2S,5S)-dimethylpyrrolidine 1, which can also be applied to the synthesis of the (2R,5R)-enantiomer, has been developed. The C2-symmetric pyrrolidine can be obtained enantiomerically pure (e.e. ≥ 97%) in 15% overall yield starting from a mixture of isomers of 2,5-hexanediol, via a short reaction sequence using (S)-α-methylbenzylamine as a chiral auxiliary. The crystal and molecular structure of (S)-2'-phenyl-N-ethyl-(2S,5S)-dimethylpyrrolidine picrate 5, showing an antiparallel stacking of the picrate units, is also reported.