128573-02-4

Upstream product

• 3587-60-8 Benzyloxymethyl chloride 
• 1045730-69-5 (1R,2S,3S,4R)-2,3,4-tri-O-benzyl-5-(benzyloxymethyl)-1-phthalimidocyclohex-5-ene-2,3,4-triol 
• 128500-12-9 1D-(1,3/2,4)-1-O-acetyl-1-benzyloxymethyl-2,3,4-tri-O-benzyltetrahydroxycyclohex-5-ene 
• 85798-11-4 (4S,5R,6S)-4,5,6-tris-benzyloxycyclohex-2-en-1-one 
• 128573-01-3 1D-(1,3/2,6)-6-azido-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene 

Downstream Products

• 190325-99-6 N-[(1R,4R,5S,6S)-4,5,6-tribenzyloxy-3-(benzyloxymethyl)-cyclohex-2-enyl]isocyanate 
• 257925-79-4 (1S,2S,3S,4R,5S)-2-((1R,4R,5S,6S)-4,5,6-Tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enylamino)-8-oxa-6-thia-bicyclo[3.2.1]octane-3,4-diol 
• 257925-82-9 (1S,2S,3S,4R,5S)-2-((1R,4R,5S,6S)-4,5,6-Tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enylamino)-8-oxa-6-selena-bicyclo[3.2.1]octane-3,4-diol 
• 257936-43-9 1,5-anhydro-2,3-di-O-benzoyl-4,6-dideoxy-4-[(1R,4R,5S,6S)-4,5,6-tribenzyloxy-3-(benzyloxymethyl)cyclohex-2-enyl]amino-D-glucitol 
• 754224-42-5 C₅₆H₅₇NO₁₀ 
• 207602-74-2 Benzoic acid (2R,3R,4S,5R,6R)-3-benzyloxy-2-methoxy-6-methyl-5-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enylamino)-tetrahydro-pyran-4-yl ester 
• 176389-16-5 (1S,2R,6S,7R,8R)-7-Benzyloxy-3-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-5,9,11-trioxa-3-aza-tricyclo[6.2.1.0^2,6]undecan-4-one 
• 176389-15-4 (1S,2S,4R,5R,6R)-5-Benzyloxy-3-((1R,4R,5S,6S)-4,5,6-tris-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-7,9-dioxa-3-aza-tricyclo[4.2.1.0^2,4]nonane 
• 132016-21-8 1,6-anhydro-4-deoxy-4-<(1R,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-enyl>amino-β-D-glucose 

Relevant academic research and scientific papers

Studies on the synthesis of valienamine and 1-epi-valienamine starting from d-glucose or l-sorbose

Two synthetic routes to a carbocyclic precursor to valienamine are reported, starting from either d-glucose or l-sorbose and using ring-closing metathesis as a key step. A low-yielding synthesis of 1-epi-valienamine is reported. Results from an abortive third possible route to valienamine based on an early introduction of nitrogen are discussed.

An investigation into the synthesis of some molecules related to methyl acarviosin

Methyl acarviosin is an impressive inhibitor of some glycoside hydrolases that process substrates containing α-D-glucosidic linkages. In an attempt to provide putative inhibitors for enzymes that process β-D-glucosidic linkages, we report an improved synthesis of a hydroxylated 'methyl β-acarviosin' and our efforts towards various deoxygenated versions of methyl β-acarviosin. As well, the synthesis of a 1,3-linked variant of methyl β-acarviosin is reported, together with an unsuccessful 'tether' approach to construct the crucial nitrogen linkage in the acarviosins.

β-acarbose. I. The synthesis of 1-epivalienamine

Improvements and modifications to a literature procedure for the synthesis of multigram amounts of a derivative of 1-epivalienamine are described. As well, various other derivatives of 1-epivalienamine, of potential use in the synthesis of carba sugars, a

STEREOCONTROLLED SYNTHESIS OF (+)-VALIENAMINE

(+)-Valienamine, 1, constituent of antibiotics and α-glucosidase inhibitors, is synthesized through a simple and stereoselective procedure, starting from the easily available enone 3.A stereoselective access to 6-epivalienamine, 2, from the same precursor is also described.