179927-65-2

Basic information

• Product Name: 5-O-benzyl-2-deoxy-2-fluoro-L-γ-xylonic lactone
• Synonyms: 5-O-benzyl-2-deoxy-2-fluoro-L-γ-xylonic lactone
• CAS NO: 179927-65-2
• Molecular Weight: 240.231
• Mol File: 179927-65-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-O-benzyl-2-deoxy-2-fluoro-L-γ-xylonic lactone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-O-benzyl-2-deoxy-2-fluoro-L-γ-xylonic lactone(179927-65-2)
• EPA Substance Registry System: 5-O-benzyl-2-deoxy-2-fluoro-L-γ-xylonic lactone(179927-65-2)

Safety Data

• Hazardous Substances Data: 179927-65-2(Hazardous Substances Data)

Upstream product

• 295330-00-6 (4R,5S)-(+)-(5-benzyloxy-2-(E)-pentenoyl)-4-methyl-5-phenyl-2-oxazolidinone 
• 1029569-92-3 5-(benzyloxy)pent-2-enoic acid chloride 
• 179927-66-3 (4R,5S)-(+)-(5-benzyloxy-2-(Z)-pentenoyl)-4-methyl-5-phenyl-2-oxazolidinone 
• 179927-68-5 5-benzyloxy-2-(Z)-pentenoic acid 
• 169900-77-0 5-benzyloxy-2(Z)-pentenoic acid methyl ester 
• 128217-54-9 5-benzyloxy-2-(E)-pentenocarboxylic acid 
• 19790-60-4 3-Benzyloxypropanal 
• 70542-83-5 ethyl (2E)-5-(benzyloxy)pent-2-enoate 
• 4799-68-2 3-benzyloxypropan-1-ol 
• 179927-67-4 (4R,5S)-(+)-(5-benzyloxy-2-fluoro-3-(E)-pentenoyl)-4-methyl-5-phenyl-2-oxazolidinone 

Relevant articles and documents

Application of oxazolidinone α-fluoro amide chiral building blocks in the asymmetric synthesis of fluorinated carbohydrates: 2-Deoxy-2-fluoropentoses

Deconjugative electrophilic fluorination of the lithium dienolate of Z-α,β-unsaturated imide (+)-9 with N-fluorobenzene-sulfonimide (NFSi) afforded the E-β,γ-unsaturated α-fluoro imide (+)-10 as a single diastereoisomer. Dihydroxylation resulted in the formation of 2-fluoro-2-deoxy-γ-xylonic and -lyxonic lactones, 12a and 12b, respectively. Reduction and deprotection of the lactones afforded 2-deoxy-2-fluoro-xylo-D-pyranose (15) and 2-deoxy-2-fluoro-lyxo-L-pyranose (17). (C) 2000 Elsevier Science Ltd.