1427467-84-2

Upstream product

• 100-39-0 benzyl bromide 
• 99884-12-5 (2R,3R)-3-azido-4-(benzyloxy)butane-1,2-diol 
• 1427467-83-1 (2R,3R,4R)-4-azido-3,5-bis(benzyloxy)pentane-1,2-diol 

Downstream Products

• 1427467-87-5 ethyl (2R,3R,4R,5R)-5-azido-4,6-bis(benzyloxy)-2,3-dihydroxyhexanoate 
• 1427467-88-6 ethyl (2S,3S,4R,5R)-5-azido-4,6-bis(benzyloxy)-2,3-dihydroxyhexanoate 
• 1427467-89-7 ethyl (2R,3S,4R,5R)-5-azido-2,3-(isopropylidenedioxy)-4,6-bis(benzyloxy)hexanoate 
• 1427467-90-0 (2S,3S,4R,5R)-5-azido-2,3-isopropylidenedioxy-4,6-bis(benzyloxy)-hexan-1-ol 
• 1427467-91-1 (2S,3S,4R,5R)-5-azido-4,6-bis(benzyloxy)-2,3-isopropylidenedioxy-1-methanesulfonyloxyhexane 
• 1427467-92-2 (2R,3R,4R,5S)-3-benzyloxy-2-benzyloxymethyl-4,5-isopropylidenedioxypiperidine 
• 1427467-85-3 ethyl (4S,5R,2E)-5-azido-4,6-bis(benzyloxy)hex-2-enoate 
• 1427467-83-1 (2R,3R,4R)-4-azido-3,5-bis(benzyloxy)pentane-1,2-diol 

Relevant academic research and scientific papers

A concise enantioselective synthesis of 1,4-dideoxy-1,4-imino-D-arabinitol using Co(III)(salen)-catalyzed hydrolytic kinetic resolution of a two-stereocentered anti-azido epoxide

A concise enantioselective synthesis of 1,4-dideoxy-1,4-imino-D-arabinitol, (+)-DAB-1, has been described in good overall yield (18.1%) and with high enantiomeric purity (up to 98% ee) starting from a simple raw material, cis-2-butene-1,4-diol. The Co-catalyzed hydrolytic kinetic resolution of a two-stereocentered racemic azido epoxide followed by asymmetric dihydroxylation of the alkene and ‘one pot’ reductive cyclisation of the azido diol are key reactions in the synthetic sequence.

Stereoselective synthesis of 1-deoxynojirimycin, D-glucono-δ-lactam and D-altrono-δ-lactam from a common chiral intermediate derived from D-mannitol

A stereoselective synthesis of 1-deoxynojirimycin, D-glucono-δ-lactam and D-altrono-δ-lactam were accomplished from a common chiral intermediate derived from D-mannitol. The key transformations in the synthesis include Miyashita C-2 selective endo-mode azide opening of epoxy alcohol and Sharpless asymmetric dihydroxylation. ARKAT-USA, Inc.