251538-17-7

Basic information

• Product Name: (1S,2R,3S,6R)-6-azido-2-bromocyclohex-4-ene-1,3-diol
• Synonyms: (1S,2R,3S,6R)-6-azido-2-bromocyclohex-4-ene-1,3-diol
• CAS NO: 251538-17-7
• Molecular Weight: 234.052
• Mol File: 251538-17-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1S,2R,3S,6R)-6-azido-2-bromocyclohex-4-ene-1,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R,3S,6R)-6-azido-2-bromocyclohex-4-ene-1,3-diol(251538-17-7)
• EPA Substance Registry System: (1S,2R,3S,6R)-6-azido-2-bromocyclohex-4-ene-1,3-diol(251538-17-7)

Safety Data

• Hazardous Substances Data: 251538-17-7(Hazardous Substances Data)

Upstream product

• 106-51-4 p-benzoquinone 
• 170210-89-6 (+)-(1S,2R,3R,4S)-1,4-diacetoxy-2,3-dibromocyclohex-5-ene 
• 317821-92-4 2,3-dibromocyclohex-5-ene-1,4-diol 
• 112212-81-4 (+/-)-(1S,2R,3R,4S)-1,4-diacetoxy-2,3-dibromocyclohex-5-ene 
• 69945-44-4 (1RS,2SR,3RS,4RS)-2,3-dibromocyclohex-5-ene-1,4-diol 
• 69945-45-5 (+/-)-(3/4,5,6)-4-bromo-5,6-epoxy-3-hydroxycyclohexene 
• 5273-61-0 (5RS,6RS)-5,6-dibromocyclohex-2-ene-1,4-dione 
• 80582-73-6 (1S,2R,3S,6S)-2-bromo-7-oxabicyclo[4.1.0]hept-4-en-3-ol 

Downstream Products

• 639799-31-8 (+)-2,3,4,5,6-penta-O-acetyl-1-deoxy-1-azido-myo-inositol 
• 639799-29-4 (-)-1,2,3,5,6-penta-O-acetyl-4-deoxy-4-azido-myo-inositol 
• 639079-54-2 (+)-1,5,6-tri-O-acetyl-4-azido-myo-inositol 
• 639079-55-3 (-)-4,5,6-tri-O-acetyl-1-azido-myo-inositol 
• 639799-16-9 (1R,2S,3S,4R)-2,3,4-tri-O-acetyl-1-azidoconduritol B 
• 639799-33-0 (+)-4-deoxy-4-azido-myo-inositol 
• 639799-35-2 (-)-3-deoxy-3-azido-myo-inositol 
• 639079-42-8 (1R,2S,3S,4R)-1-azidoconduritol B 
• 3613-86-3 N-acetyl-myo-inosamine 
• 64938-54-1 1D-penta-O-acetyl-1-acetylamino-1-deoxy-myo-inositol 
• 2772-86-3 1D-penta-O-acetyl-4-acetylamino-4-deoxy-myo-inositol 
• 93752-54-6 LL-C10037α 

Relevant articles and documents

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.

Enantioselective synthesis of (-)-LL-C10037α from benzoquinone

(formula presented) The enantioselective total synthesis of the Streptomyces metabolite (-)-LL-C10037α has been accomplished in 10 steps and 20% overall yield. An early chiral intermediate was resolved with Candida rugosa lipase to provide (+)-5 with an e