74292-73-2

Upstream product

• 2150-45-0 methyl 2,6-dihydroxybenzoate 
• 107-18-6 allyl alcohol 
• 888958-30-3 2,2-dimethyl-5-(2-propen-1-yloxy)-4H-1,3-benzodioxin-4-one 
• 67-56-1 methanol 

Downstream Products

• 883742-13-0 6-Allyloxy-2-hydroxy-3-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-benzoic acid methyl ester 
• 1260102-18-8 C₃₇H₄₀F₃NO₁₁ 
• 1260101-82-3 C₂₇H₃₀F₃NO₇ 
• 883742-14-1 2,6-Dihydroxy-3-((2R,3R,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-benzoic acid methyl ester 

Relevant academic research and scientific papers

Two axles threaded using a single template site: Active metal template macrobicyclic [3]rotaxanes

Template approaches to rotaxanes normally require at least n - 1 template sites to interlock n components. Here we describe the one-pot synthesis of [3]rotaxanes in which a single metal template site induces formation of axles through each cavity of a bicyclic macrocycle. Central to the approach is that a portion of the bicyclic molecule acts as a ligand for a transition metal ion that mediates covalent bond formation through one or other macrocyclic cavity, depending on the ligand's orientation, making a mechanical bond. The ligand can then rotate so that the transition metal can catalyze the formation of a second axle through the other macrocycle. Using this strategy with the Cu(I)-catalyzed azide-alkyne cycloaddition (the CuAAC reaction) generates a [3]rotaxane with two identical axles in up to 86% yield. [3]Rotaxanes with two different axles threaded through the macrobicyclic rings can also be created using a single template site, either by having copper(I) sequentially form both mechanical bonds (via the CuAAC reaction) using different sets of building blocks for each axle or by using two different reactions catalyzed by two different metal ions: a palladium(II)-mediated alkyne homocoupling to assemble the first thread through one cavity, followed by a copper(I)-mediated CuAAC reaction to form the second axle through the other ring.

Efficient bis-C-aminoglycosylation toward the synthesis of the pluramycins

Two bis-C-aminoglycosyl arenes containing the angolosamine and the vancosamine moieties, which are potentially useful as the D-ring fragments of the pluramycin-type antibiotics, were efficiently synthesized by the OC-glycoside rearrangement based strategy

SELECTIVE MONO O-ALKYLATION OF γ-RESORCYLYC ESTERS

The use of diethylazodicarboxylate/triphenylphosphine for the selective mono-O-alkylation of γ-resorcylic esters is described.