910789-65-0

Upstream product

• 910789-47-8 N-{(2R,4S)-2-Methyl-4-[2-((2R,3R,4R,6R)-2,4,8-tris-benzyloxy-3-methoxymethoxy-6-methyl-octyl)-[1,3]dithian-2-yl]-pentyl}-2-nitro-benzenesulfonamide 
• 2937-50-0 Allyl chloroformate 
• 609355-76-2 (2R,3S,4R,6R)-4,8-Bis-benzyloxy-1-[2-((1S,3R)-1,3-dimethyl-4-triisopropylsilanyloxy-butyl)-[1,3]dithian-2-yl]-3-methoxymethoxy-6-methyl-octan-2-ol 
• 100-39-0 benzyl bromide 
• 910789-63-8 Triisopropyl-{(2R,4S)-2-methyl-4-[2-((2R,3R,4R,6R)-2,4,8-tris-benzyloxy-3-methoxymethoxy-6-methyl-octyl)-[1,3]dithian-2-yl]-pentyloxy}-silane 
• 910789-64-9 (2R,4S)-2-Methyl-4-[2-((2R,3R,4R,6R)-2,4,8-tris-benzyloxy-3-methoxymethoxy-6-methyl-octyl)-[1,3]dithian-2-yl]-pentan-1-ol 

Downstream Products

• 910789-48-9 {(2R,4S)-2-Methyl-4-[2-((2R,3R,4R,6R)-2,4,8-tris-benzyloxy-3-methoxymethoxy-6-methyl-octyl)-[1,3]dithian-2-yl]-pentyl}-carbamic acid allyl ester 

Relevant academic research and scientific papers

Synthetic study of azaspiracid-1: Synthesis of the EFGHI-ring fragment

Here, we report a synthesis of the lower half C21-C40 fragment of the shellfish toxin, azaspiracid-1. The C28-C 40 fragment was synthesized by a coupling between the C 28-C35 epoxide and the C36-C40 dithioacetal anion, followed by the HI-ring spiroaminal formation. An aldehyde corresponding to the C28-C40 fragment was then coupled with the C21-C27 allylic stannane by using InCl 3. Finally, the FG-ring was constructed by HF-pyridine to accomplish the synthesis of the suitably protected C21-C40 fragment.