1138337-97-9

Upstream product

• 1138337-96-8 (2S,3R,4S,5S)-4-benzyloxy-5-iodomethyl-2-methyltetrahydrofuran-3-ol 
• 62-23-7 4-nitro-benzoic acid 

Downstream Products

• 1138337-98-0 (2S,3S,4S,5S)-(4-benzyloxy-5-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-2-methyltetrahydrofuran-3-yl) 4-nitrobenzoate 
• 419568-67-5 (2R,3S,4R,5S,E)-2-(2-(hydroxymethyl)-3-methoxystyryl)-5-methyl-tetrahydrofuran-3,4-diol 
• 1138338-01-8 (2S,3S,4S,5S)-(3-hydroxy-5-iodomethyl-2-methyltetrahydrofuran-4-yl) 4-nitrobenzoate 
• 1138338-00-7 (2S,3S,4S,5S)-(4-hydroxy-5-iodomethyl-2-methyltetrahydrofuran-3-yl) 4-nitrobenzoate 
• 1138338-03-0 (2S,3S,4S,5S)-(3-acetyloxy-5-iodomethyl-2-methyltetrahydrofuran-4-yl) 4-nitrobenzoate 
• 1138338-02-9 (2S,3S,4S,5S)-(4-acetyloxy-5-iodomethyl-2-methyltetrahydrofuran-3-yl) 4-nitrobenzoate 

Relevant academic research and scientific papers

Regioselective domino metathesis of 7-oxanorbornenes and its application to the synthesis of biologically active glutamate analogues

A highly regioselective domino metathesis reaction of 7-oxanorbornene was developed that employed an intramolecular association of an amide carbonyl group to a ruthenium metal centre. By using this reaction, twelve glutamate analogues inspired by dysiherbaine were efficiently synthesized over 12-14 steps; one of the analogues exhibited bioactivity consistent with central nervous system depression. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Total synthesis of (+)-varitriol

The total synthesis of natural (+)-varitriol (1) was accomplished by starting from dimethyl L-tartrate. The key features were a substrate selective and diastereoselective PdII-catalysed bicyclisation of unsaturated protected triol 9 followed by regioselective ring-opening of bicyclic skeleton 10. The absolute configuration of the target was confirmed by single-crystal X-ray analysis for the first time.