121987-72-2

Upstream product

• 121964-11-2 Methanesulfonic acid (2S,3S)-3-benzyloxy-3-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-propyl ester 
• 121964-06-5 (2R,3S,4S)-3-O-Benzyl-1,2-O-isopropylidene-4-methylpentane-1,2,3,5-tetrol 
• 100572-69-8 (2R,3S,4S)-3-Bnzyloxy-1,2-O-isopropylidene-4-methyl-5-hexene-1,2-diol 
• 121964-08-7 (2R,3S,4S)-5-Azido-3-O-benzyl-4-methylpentane-1,2,3-triol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 122046-06-4 (1S,3S,4S,5S)-4-O-Benzyl-3-methyl-1-azabicyclo<3.1.0>hexan-4-ol 

Relevant academic research and scientific papers

Synthesis of Hydroxylated 1-Azabicyclohexane and Prolinol Derivatives by Stereo- and Regiocontrolled Staudinger Aminocyclization. Application to the Nonproteinogenic Amino Acid (2S,3S,4S)-3-Hydroxy-4-methylproline (HMP) and Its Enantiomer

On treatment with triphenylphosphine the azido epoxides 8/11 form enantio- and diastereomerically pure 1-azabicyclohexanes (9/12) via a Staudinger type aminocyclization reaction.Benzoic acid anhydride opens the aziridine ring in 9/12 to give prolin