1427467-83-1

Basic information

• Product Name: (2R,3R,4R)-4-azido-3,5-bis(benzyloxy)pentane-1,2-diol
• Synonyms: (2R,3R,4R)-4-azido-3,5-bis(benzyloxy)pentane-1,2-diol
• CAS NO: 1427467-83-1
• Molecular Weight: 357.409
• Mol File: 1427467-83-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,3R,4R)-4-azido-3,5-bis(benzyloxy)pentane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4R)-4-azido-3,5-bis(benzyloxy)pentane-1,2-diol(1427467-83-1)
• EPA Substance Registry System: (2R,3R,4R)-4-azido-3,5-bis(benzyloxy)pentane-1,2-diol(1427467-83-1)

Safety Data

• Hazardous Substances Data: 1427467-83-1(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 1427467-84-2 C₁₈H₁₉N₃O₃ 
• 99884-12-5 (2R,3R)-3-azido-4-(benzyloxy)butane-1,2-diol 
• 124988-77-8 (2'S)-3-(1',4'-dioxa-spiro[4.5]dec-2'-yl)-prop-2-en-1-ol 

Downstream Products

• 1427467-84-2 C₁₈H₁₉N₃O₃ 
• 1427467-85-3 ethyl (4S,5R,2E)-5-azido-4,6-bis(benzyloxy)hex-2-enoate 
• 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 
• 100991-92-2 (2R,3R,4R)-3,4-dihydroxy-2-hydroxymethylpyrrolidine hydrochloride 

Relevant articles and documents

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.