79974-79-1

Upstream product

• 65359-87-7 benzyl 2,3-anhydro-β-L-ribopyranoside 

Downstream Products

• 104292-68-4 Benzyl 2,3-anhydro-4-deuterio-α-D-lyxopyranoside 
• 113308-87-5 benzyl 3-deoxy-β-L-glycero-pentopyranosid-4-ulose 
• 71204-43-8 benzyl 2,3-anhydro-α-D-lyxopyranoside 
• 79974-85-9 Benzyl-2,3-diacetamido-4-O-benzyl-2,3-didesoxy-α-D-xylopyranosid 
• 79974-84-8 Benzyl-2-acetamido-3-azido-4-O-benzyl-2,3-didesoxy-α-D-xylopyranosid 
• 80009-15-0 Benzyl-4-O-benzyl-2,3-didesoxy-2,3-epimino-α-D-ribopyranosid 
• 79974-80-4 Benzyl-2,3-anhydro-4-O-benzyl-α-D-lyxopyranosid 
• 79974-83-7 Benzyl-2-amino-3-azido-4-O-benzyl-2,3-didesoxy-α-D-xylopyranosid 
• 79974-81-5 Benzyl-3-azido-4-O-benzyl-3-desoxy-α-D-arabinopyranosid 
• 79974-82-6 Benzyl-3-azido-4-O-benzyl-3-desoxy-2-O-methylsulfonyl-α-D-arabinopyranosid 
• 113308-88-6 benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-α-D-threo-pentopyranoside 
• 113427-79-5 benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside 
• 113351-22-7 benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-β-L-erythro-pentopyranoside β-lactone 
• 113308-80-8 benzyl 2-O-(tert-butyldimethylsilyl)-4-C-(2-carboxypropan-2-yl)-3-deoxy-α-D-threo-pentopyranoside 

Relevant academic research and scientific papers

AN ENANTIOSPECIFIC SYNTHESIS OF A TAXOL A-RING BUILDING UNIT.

The optically active Taxol A-ring segment 2 was synthesized from L-arabinose via ring closure of epoxy-allylsilane 3 with BF3.OEt2.

Chiral Multifunctional Isoprene Units by Ring-Contraction of Riboside Oxiranes

Lithium bromide induced ring-contraction of benzyl 2,3- and 3,4-anhydro-β-D(and L)-ribopyranoside (1 and 4) in HMPA/toluene or tetramethylurea (TMU)/toluene gave (R)(and S)-2-(benzyloxy)-2,5-dihydrofufan-4-carboxaldehyde (2 and 5) together with a small amount of benzyl 4-bromo-4-deoxy-β-L(and D)-lyxopyranoside (3 and 6).The latter compound was formed with lithium bromide in 1,1,1-trichloroethane.Benzyl 2,3- and 3,4-anhydro-2-deuterio-β-L-ribopyranoside (4d and 8d) gave the deuterated aldehyde 5d, which carried a vinylic deuterium atom, wheraes benzyl 2,3-anhydro-4-deuterio-β-L-ribopyranoside (4d' ) gave the nondeuterated aldehyde 5.On the basis of these experiments, the mechanism of the ring-contraction as postulated.

Syntheses of 2,3-Diamino-2,3-dideoxypentoses

Nucleophilic ring opening of the aziridino sugar 5 with sodium azide gave compound 6 with arabino-configuration.Similar treatment of 13 gave the xylo-derivative 14.Both products are contrary to the predictions of the Fuerst-Plattner rule. 2,3-Diacetamido-