341512-41-2

Upstream product

• 1231184-02-3 ((2R,3R,4S,6S)-4-hydroxy-6-methoxy-2-methyltetrahydropyran-3-yl)-N-methylcarbamic acid tert-butyl ester 
• 430425-34-6 (4R,5R)-3-(5-methyl-2-oxo-[1,3]dioxolan-4-yl)-acrylic acid ethyl ester 
• 341512-32-1 (2R,3R,4R)-6,6-Dimethoxy-3-(methylamino)hexane-2,4-diol 
• 2396-84-1 (2E,4E)-ethyl hexa-2,4-dienoate 
• 143289-01-4 (4R,5R,E)-ethyl 4,5-dihydroxyhex-2-enoate 
• 871705-66-7 ethyl (2E,4S,5R)-4-azido-5-tert-butyldimethylsilyloxyhex-2-enoate 
• 1027190-31-3 (2S,3R,6R)-3-Cyanato-2-isopropoxy-6-methyl-3,6-dihydro-2H-pyran 
• 192131-89-8 (2S,3R,6R)-2-Isopropoxy-6-methyl-3,6-dihydro-2H-pyran-3-ol 
• 115352-42-6 2-propyl 3,4-dideoxy-α-D-erythro-hex-3-enopyranoside 
• 341512-37-6 Methyl 2,4,6-trideoxy-4-[(fluoren-9-ylmethoxycarbonyl)methylamino]-α-D-erythro-hexopyranosid-3-ulose 
• 341512-39-8 Methyl 2,4,6-trideoxy-4-[(fluoren-9-ylmethoxycarbonyl)methylamino]-α-D-ribo-hexopyranoside 
• 67-56-1 methanol 

Downstream Products

• 341512-58-1 Methyl 2,4,6-trideoxy-4-methylamino-β-D-ribo-hexopyranoside 

Relevant academic research and scientific papers

A versatile route to 2,4,6-trideoxy-4-aminohexoses: Stereoselective syntheses of D-vicenisamine and its epimers via iodocyclization of carbamate

Stereoselective syntheses of the 2,4,6-trideoxy-4-amino sugar D-vicenisamine and its epimers 3-epi- and 4-epi-D-vicenisamine were accomplished via stereoselective nitrogen functional group introduction and iodocyclization of carbamate. This versatile synt

Total synthesis of (+) methyl β-d-vicenisaminide

The total synthesis of methyl β-d-vicenisaminide 1 has been achieved. In this approach, the synthesis of enantiomerically pure methyl (4R,5S)- and (4S,5R)-4-azido-5-hydroxy-2(E)-hexenoates 2 was established by enzymatic resolution of (±)-anti-5-acetoxy -4-azido-2(E)-hexenoate 4. Another stereogenic center was introduced by base-catalyzed intramolecular conjugate addition of a hemiacetal-derived alkoxide nucleophile obtained by the reaction of methyl (4S,5R)-N-4-tert-butoxycarbonyl-N-methylamino-5-hydroxyl-2(E)-hexenoate 8 and benzaldehyde in the presence of a base.

Enzymatic resolution of methyl (2E, 4R*,5S*)-4-(N-benzyl-N- methyl)amino-5-hydroxyhex-2-enoate

For the purpose of preparation of optically active aminoalcohol congeners possessing both hydroxyl- and dialkylamino-substituted vicinal chiral carbons, lipase-assisted acylation of methyl (2E,4R*,5S*)-4-(N-benzyl-N- methyl)amino-5-hydroxyhex-2-enoate (4)

Versatile route to 2,6-dideoxyamino sugars from non-sugar materials: Syntheses of vicenisamine and kedarosamine

A new strategy for the synthesis of 2,6-dideoxyamino sugars from non-sugar starting materials has been developed. The key reaction in this strategy is the acid-catalyzed intramolecular cyclization, by which a nitrogen functional group is introduced with simultaneous control of vicinal chiral centers. The synthesis of two kinds of 2,6-dideoxyamino sugars, D-vicenisamine and L-kedarosamine, by this strategy is described.

A new synthetic method for the preparation of amino sugars through an allyl cyanate-to-isocyanate rearrangement

A new approach for the synthesis of amino sugars using an allyl cyanate-to-isocyanate rearrangement has been developed. The key feature in this method involves introduction of the nitrogen substituent into the pyranose framework by [3,3] sigmatropic rearrangement of an allyl cyanate. Subsequent functionalization of the allylamine moiety by either hydroxylation or cyclofunctionalization completes the synthesis of two amino sugars, D-perosamine and D-vicenisamine.