215034-48-3

Upstream product

• 639799-14-7 (1S,2R,3R,4S)-2,3,4-tri-O-acetyl-1-azidoconduritol B 
• 639079-41-7 (1S,2R,3R,4S)-1-azidoconduritol B 
• 639079-40-6 (1R,2S,3R,6S)-6-azido-2-bromocyclohex-4-ene-1,3-diol 
• 140696-30-6 (1R,2S,3R,6R)-2-bromo-7-oxabicyclo[4.1.0]hept-4-en-3-ol 
• 169529-92-4 (+)-(1R,2S,3S,4R)-2,3-dibromocyclohex-5-ene-1,4-diol 
• 108-24-7 acetic anhydride 
• 639079-43-9 (-)-3,4,5-tri-O-acetyl-6-azido-myo-inositol 

Downstream Products

• 639799-43-2 1,2,3,4,5-penta-O-acetyl-6-deoxy-6-acetamido-myo-inositol 

Relevant academic research and scientific papers

Stereoselective synthesis of several azido/amino- and diazido/diamino-myo-inositols and their phosphates from p-benzoquinone

A practical route is described for the preparation of azido-myo-inositols, amino-myo-inositols and azido-conduritol B derivatives. Starting from p-benzoquinone, optically pure compounds in both forms can be prepared via enzymatic resolution of a derived diacetoxy conduritol B derivative. Selective introduction of nitrogen-containing functional groups in four of the six possible positions in the cyclitol moiety is followed by further functionalization to yield the target compounds.

Convenient access to both enantiomers of new azido- and aminoinositols via a chemoenzymatic route

1,2-diacetylconduritol E, (±)-1, through complementary use of Mucor miehei (Lipozyme IM) and Candida cylindracea lipases, affords (1S)-1,2- diacetylconduritol E, (+)-1, (1R)-1,2-diacetylconduritol E, (-)-1, (1S)- 1,2,4-triacetylconduritol E, (+)-2, (1R)-1