847797-44-8

Upstream product

• 532-20-7 D-arabinofuranose 
• 1227867-79-9 3-((2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-(benzyloxymethyl)pyrrolidin-2-yl)propan-1-ol 
• 1310339-94-6 (2R,3R,4R,5R)-1-tert-butyloxycarbonyl 3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-[(2-ethyloxycarbonyl)ethyl]pyrrolidine 
• 1329714-94-4 C₃₁H₃₇NO₆ 
• 944544-00-7 (3S,4R,5R)-5-benzyloxymethyl-1-(tert-butoxycarbonyl)-3,4-dibenzyloxy-pyrrolidin-2-one 
• 537030-24-3 (2R,3aR,4R,5R,6R)-4,5-bis(benzyloxy)-6-[(benzyloxy)methyl]-N,N-dimethylhexahydropyrrolo[1,2-b]isoxazole-2-carboxamide 
• 537030-17-4 (2R,3R,4S)-2,3,5-Tris-benzyloxy-4-hydroxy-pentanal O-(tetrahydro-pyran-2-yl)-oxime 
• 537030-25-4 (1R,2R,3R,6R,7aR)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6-hydroxyhexahydro-5H-pyrrolizin-5-one 
• 100-44-7 benzyl chloride 
• 41546-31-0 L-xylose 
• 160549-10-0 2,3,5-tri-O-benzyl-D-arabinofuranose 
• 537030-19-6 (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide 
• 16838-89-4 2,3,5-tri-O-benzyl-L-xylofuranose 
• 847797-40-4 C₄₂H₄₇NO₅Si 

Relevant academic research and scientific papers

SmI2-mediated radical cross-couplings of α-hydroxylated aza-hemiacetals and N, S -acetals with α,β-unsaturated compounds: Asymmetric synthesis of (+)-hyacinthacine A2, (-)-uniflorine A, and (+)-7- epi -casuarine

The SmI2-mediated radical coupling reactions of β-hydroxylated pyrrolidine/piperidine aza-hemiacetals 8 and 9 and N,S-acetals 6 and 33 with α,β-unsaturated compounds are described. This method allows a rapid access to β-hydroxylated pyrrolidine

A flexible approach for the asymmetric syntheses of hyacinthacines A 2, A3 and structural confirmation of hyacinthacine A 3

A concise and flexible approach for the asymmetric syntheses of polyhydroxylated pyrrolizidine alkaloids hyacinthacines A2 and A 3 has been developed using iterative reductive alkylation of O,O′-dibenzyltartarimide (5) as key steps. The ambiguity about the structure of synthetic hyacinthacine A3 due to the differences in the NMR data of the synthetic material (2) and the natural product (hyacinthacine A3) was eliminated jointly by comprehensive 1D and 2D-NMR studies, and by analysis of the 1H and 13C NMR spectra of a mixed synthetic product and natural hyacinthacine A3. The latter method also allowed a confirmation of the structure of the natural hyacinthacine A 3, and may be useful for structural confirmation of other hydroxylated alkaloids.

Synthesis, biological evaluation and docking studies of casuarine analogues: Effects of structural modifications at ring B on inhibitory activity towards glucoamylase

We report the total synthesis of a series of pyrrolizidine analogues of casuarine (1) and their 6-O-α-glucoside derivatives. The synthetic strategy is based on a totally regio- and stereoselective 1,3-dipolar cycloaddition of suitably substitutedalkenes a

Total synthesis of (+)-hyacinthacine A2 based on SmI 2-induced nitrone umpolung

(Chemical Equation Presented) A concise total synthesis of (+)-hyacinthacine A2, a polyhydroxylated pyrrolizidine alkaloid, is described using our recently discovered inversion of the C-N bond polarity in nitrones. In the key step, the diastere

Total syntheses of hyacinthacine A2 and 7-deoxycasuarine by cycloaddition to a carbohydrate derived nitrone

Practical syntheses of nitrone 8 by two different approaches from sugars are reported. Its use as a versatile intermediate in highly selective 1,3-dipolar cycloaddition reactions constitutes the key step for novel total syntheses of hyacinthacine A2