158780-49-5

Upstream product

• 107-18-6 allyl alcohol 
• 96150-86-6 benzyl 2,3-O-(1-methylethylidene)-α-D-lyxofuranosiduronic acid chloride 
• 54469-08-8 phenylmethyl 2,3:5,6-di-O-(1-methylethylidene)-α-D-mannofuranoside 
• 74912-02-0 1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose 
• 100-44-7 benzyl chloride 
• 96150-84-4 (3aR,4S,6S,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid 
• 14131-84-1 2,3:5,6-di-O-isopropylidene-α-D-mannofuranose 

Downstream Products

• 158780-50-8 (3aR,4S,6S,6aS)-4-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid methyl ester 
• 158780-51-9 (3aR,4R,6S,6aS)-4-Allyl-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid methyl ester 

Relevant academic research and scientific papers

A Synthetic Approach to the Squalestatins and Zaragozic Acids: Introduction of the C5 Stereocentre via an Ester-Enolate Claisen Rearrangement. The X-Ray Crystal Structure of an Intermediate

In an overall plan to synthesize the anti-cholesterol agents the squalestatins and zaragozic acids, introduction of the C5 stereochemistry was achieved via an Ireland-Claisen rearrangement of the allyl ester (7) followed by methylation, which gives the es

Synthetic Studies Towards the Squalestatins and Zaragozic Acids.

A synthesis of a model core system (18) of the squalestatins and zaragozic acids has been achieved from D-mannose.The key steps involve an Ireland-Claisen rearrangement of the allyl ester 5 and a stereoselective epoxidation of the furanoid glycal 12 with