211182-58-0

Upstream product

• 100-39-0 benzyl bromide 
• 152202-52-3 L-arabinal 
• 116661-77-9 Di-O-benzyl-L-1,5-anhydro-2-deoxy-erythro-pent-1-enitol 
• 221658-15-7 (-)-(3S)-3-Benzyloxy-2,3-dihydro-4H-pyran-4-one 

Downstream Products

• 211182-61-5 ((3S,4R)-3-Benzyloxy-3,4-dihydro-2H-pyran-4-yloxy)-tert-butyl-dimethyl-silane 
• 211182-83-1 N-[(2R,3R,4R,5S)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide 
• 211182-63-7 (1R,2R,5R,6S)-5-Benzyloxy-2-methoxy-7-(toluene-4-sulfonyl)-3-oxa-7-aza-bicyclo[4.2.0]octan-8-one 
• 211182-84-2 N-[(2R,3R,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide 
• 211182-62-6 N-((2R,3R,4R,5S)-5-Benzyloxy-4-hydroxy-2-methoxy-tetrahydro-pyran-3-carbonyl)-4-methyl-benzenesulfonamide 
• 211182-65-9 (1R,2R,5R,6S)-5-Benzyloxy-2-methoxy-3-oxa-7-aza-bicyclo[4.2.0]octan-8-one 

Relevant academic research and scientific papers

Simple oxidation of 3-O-silylated glycals: Application in deblocking 3-0-protected glycals

A high yielding allylic oxidation of 3-O-siIylated glycals 5-10 with the reagent system PhI(OAc)2-TMSN3 is presented. The iodine(m) species generated under these conditions is a lot more effective for generating carbohydrate-derived 3-trialkylsiloxy-2,3-d

Formation of β-lactams fused to the pyranoid ring via the Mitsunobu reaction

N-Tosyl-2-C-carbamoyl glycosides having the α-L-arabino- and β-D- xylo- configuration form under Mitsunobu conditions 2-C:3-N-carbonyl-2,3- dideoxy-3-N-tosylamino-α-L-lyxo- and β-Darabinopyranosides, respectively, having the β-lactam ring fused to the pyranoid one; neither the formation of the γ-lactam ring nor that of the 3,4-epoxide were observed. The γ-lactam 2-C:4-N-carbonyl-2,4-dideoxy-4-N-tosylamino-β-D-xylopyranoside can be obtained after protection of the 3-hydroxy group in the starting glycoside of α-L-arabino-configuration. The structure and configuration of methyl 2-C:3- N-carbonyl-2,3-dideoxy-3-N-tosylamino-β-D-ribopyranoside and methyl 2-C:3- N-carbonyl-2,3-dideoxy-3-N-tosylamino-β-D-erythro-pyranosid-4-ulose were proved by X-ray crystallography.