91652-71-0

Upstream product

• 100-51-6 benzyl alcohol 
• 3458-28-4 D-Mannose 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 15548-45-5 (2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol 
• 114894-82-5 benzyl 6-O-tetra-butyldiphenylsilyl-α-D-mannopyranoside 
• 67-64-1 acetone 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 91652-77-6 benzyl E-4-azido-4,6,7-trideoxy-6-ene-2,3-O-isopropylidene-α-D-manno-octadialdopyranoside 
• 91652-75-4 Methanesulfonic acid (3aS,4S,6R,7S,7aR)-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 
• 1312425-26-5 benzyl 4-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside 
• 1312425-25-4 benzyl 2,3-O-isopropylidene-4-O-acetyl-6-O-tert-butyldiphenylsilyl-α-D-mannopyranoside 
• 1055301-83-1 benzyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-α-D-mannopyranoside 
• 114932-13-7 benzyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-erythro-hex-4-enopyranoside 
• 114894-84-7 benzyl 4-benzyloxycarbonylamino-4,6,7-trideoxy-6-ene-2,3-O-isopropylidene-α-D-manno-octadialdopyranoside 
• 114894-87-0 ((3aS,4S,6S,7S,7aS)-4-Benzyloxy-6-formyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-carbamic acid benzyl ester 
• 114894-83-6 benzyl 4-benzyloxycarbonylamino-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside 
• 114894-85-8 (E)-3-((3aS,4S,7aS)-4-Benzyloxy-2,2-dimethyl-3a,7a-dihydro-4H-[1,3]dioxolo[4,5-c]pyran-6-yl)-propenal 
• 114894-86-9 (3aS,4S,5aR,9aR,9bS)-4-Benzyloxy-2,2,9-trimethyl-octahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-b]pyridine 
• 95066-29-8 benzyl 4-amino-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside 
• 91652-72-1 benzyl 6-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-α-D-talopyranoside 
• 91652-73-2 Trifluoro-methanesulfonic acid (3aS,4S,6R,7S,7aR)-4-benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester 

Relevant academic research and scientific papers

SYNTHESIS OF THE α-MANNOSIDASE INHIBITORS SWAINSONINE AND 1,4-DIDEOXY-1,4-IMINO-D-MANNITOL FROM MANNOSE

4-azido-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside is a key intermediate in the syntheses of the α-mannosidase inhibitors, swainsonine and 1,4-dideoxy-1,4-imino-D-mannitol, and of the α-galactosidase inhibitor 1,4-dideoxy-1,4-imino-D-lyxitol, from mannose.

Four-component one-pot synthesis of a branched manno-pentasaccharide: Tert-butyldiphenylsilyl ether as an in situ removable carbohydrate-protecting group

A branched mannose-pentasaccharide was synthesized in a convergent one-pot sequence involving chemo- and regioselective glycosylations of suitable acceptors and in situ removal of tert-butyldiphenylsilyl group. The process demonstrated that a combination

Grignard additions to 2-uloses: Synthesis of stereochemically pure tertiary alcohols

The addition of Grignard reagents to a number of 2-uloses has been investigated. Despite initial low diastereoselectivities it was found that tuning the ketone starting materials and studying solvent effects allowed formation of a single alcohol product.

ENANTIOSPECIFIC SYNTHESIS OF SWAINSONINE, (1S, 2R, 8R, 8aR)-1,2,8-TRIHYDROXYOCTAHYDROINDOLIZINE, FROM D-MANNOSE

An enantiospecific synthesis of swainsonine from D-mannose is described; the heterocyclic rings of swainsonine are constructed by two intramolecular reductive aminations caused by the catalytic hydrogenation of an azidoaldehyde with 5 equivalents of hydrogen.