623148-33-4

Upstream product

• 6612-63-1 benzyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside 
• 604-69-3 β-D-glucose pentaacetate 
• 623148-84-5 (2S)-3,7-anhydro-2-phenyl-4,6-bis-O-tert-butyldimethylsilyl-5-O-methyl-8-deoxy-α-D-altro-octitol 
• 623148-78-7 (2R)-3,7-anhydro-2-phenyl-4,6-bis-O-tert-butyldimethylsilyl-5-O-methyl-8-deoxy-α-D-altro-octital 
• 623148-74-3 3,7-anhydro-1,2,8-trideoxy-2-phenyl-4,6-bis-O-tert-butyldimethylsilyl-5-O-methyl-α-D-altro-oct-1-enitol 
• 623148-73-2 2,6-anhydro-1-phenyl-1-keto-3,5-bis-O-tert-butyldimethylsilyl-4-O-methyl-7-deoxy-α-D-altro-heptitol 
• 623148-64-1 (1R)-2,6-anhydro-1-phenyl-1-O-[2-(trimethylsilyl)ethoxymethyl]-4-O-methyl-α-D-altro-heptitol 
• 623148-67-4 (1R)-2,6-anhydro-1-phenyl-1-O-[2-(trimethylsilyl)ethoxymethyl]-4-O-methyl-7-deoxy-7-iodo-α-D-altro-heptitol 
• 623148-68-5 (1R)-2,6-anhydro-1-phenyl-1-O-[2-(trimethylsilyl)ethoxymethyl]-4-O-methyl-7-deoxy-α-D-altro-heptitol 
• 623148-69-6 (1R)-2,6-anhydro-1-phenyl-4-O-methyl-7-deoxy-7-iodo-α-D-altro-heptitol 
• 623148-65-2 (1R)-2,6-anhydro-1-phenyl-4-O-methyl-α-D-altro-heptitol 
• 623148-70-9 (1R)-2,6-anhydro-1-phenyl-4-O-methyl-7-deoxy-α-D-altro-heptitol 
• 623148-72-1 2,6-anhydro-1-phenyl-1-keto-4-O-methyl-7-deoxy-α-D-altro-heptitol 
• 51246-20-9 1-phenyl-1-iodoethylene 

Relevant academic research and scientific papers

Synthesis of the branched C-glycoside substructure of altromycin B

(Chemical Equation Presented) Tungsten-catalyzed cycloisomerization of alkynyl alcohols including 8 provides only the endocyclic enol ether (11) as a key intermediate for the branched Oglycoside substructure (2) of altromycin B. A sequence of Stille cross

Synthesis of both possible isomers of the northwest quadrant of Altromycin B

The synthesis of the northwest quadrant of Altromycin B is described. The preparation of the two epimers at the quaternary carbon of the 6-deoxy-C-altrose moiety in the northwest quadrant is accomplished starting from D-glucose. A key step of our synthetic sequence is the formation of the C-glycoside linkage via the Ramberg-Baecklund reaction. Two different routes are explored, which differ mainly on the timing of the conversion of glucose to altrose, either before or after the preparation of the C-glycoside. The conformation behavior of variously substituted C-altropyranoside rings is also discussed.