6984-47-0

Upstream product

• 98-88-4 benzoyl chloride 
• 3067-56-9 D-glucurono-3,6-lactone acetonide 

Downstream Products

• 59957-59-4 methyl 5-O-benzoyl-1,2-O-isopropylidene-α-D-glucuronate 
• 952058-04-7 methyl (Z)-5-O-benzoyl-3-deoxy-3-C[(ethoxycarbonyl)methylene]-1,2-O-isopropylidene-α-D-penturonate 
• 60480-34-4 C₁₇H₁₈O₈ 

Relevant academic research and scientific papers

Synthesis of the germination stimulant 3-methyl-2H-furo[2,3-c]pyran-2-one and analogous compounds from carbohydrates

An efficacious synthetic route to the recently identified, potent germination stimulant 3-methyl-2H-furo[2,3-c]pyran-2-one and analogous compounds, using carbohydrate substrates, is described. D-Xylose and D-glucuronic acid γ-lactone were used in the preparation of the parent heterocycle and its 5-methoxycarbonyl analogue, respectively. These compounds were elaborated using various methods to furnish the natural product and a suite of its analogues. The germination stimulant was thus prepared on a multi-gram scale in nine steps from inexpensive, commercially available 1,2-O-isopropylidene-D-xylofuranose in an overall yield of 30 %, vastly improving upon the only method published to date. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.