389086-18-4

Upstream product

• 994-30-9 triethylsilyl chloride 
• 389086-15-1 (4R)-4-benzyl-3-(4-benzyloxy-1-oxobutyl)-2-oxazolidinone 

Downstream Products

• 389086-14-0 C₇₉H₁₃₀O₁₁S₂Si₄ 
• 389085-88-5 1-[10-(2-benzyloxy)ethyl-13-(tert-butyldimethylsilyl)oxy-13-methyl-1,7,9-trioxadispiro[5.1.5.2]pentadec-2-yl]-5-(tert-butyldimethylsilyl)oxy-5-[5-(tert-butyldiphenylsilyloxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-methylpentan-2-one 
• 389085-87-4 2-[2-(benzyloxy)ethyl]-5-(tert-butyldimethylsilyl)oxy-10-[2-(tert-butyldimethylsilyl)oxy-7-(tert-butyldiphenylsilyloxymethyl)-3-methyl-6,8-dioxabicyclo[3.2.1]oct-5-ylmethyl]-5-methyl-1,7,9-trioxadispiro[5.1.5.2]pentadecane 
• 389086-12-8 2-[(3S,4R,7S)-9-benzyloxy-4-(tert-butyldimethylsilyl)oxy-3-(4-methoxybenzyl)oxy-4-methyl-7-(triethylsilyloxy)nonyl]-2-[4-(triethylsilyloxy)butyl]-1,3-dithiane 
• 500318-79-6 Acetic acid (S)-1-((R)-3-benzyloxy-1-triethylsilanyloxy-propyl)-4-(4-methoxy-benzyloxy)-3-oxo-6-[2-(4-triethylsilanyloxy-butyl)-[1,3]dithian-2-yl]-hexyl ester 
• 389086-11-7 (3S,4R,7S)-9-benzyloxy-3-(4-methoxybenzyl)oxy-4-methyl-7-triethylsilyloxy-1-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}nonan-4-ol 
• 389086-23-1 1-{2-[(3S,4R,7S)-9-benzyloxy-4-(tert-butyldimethylsilyl)oxy-3-(4-methoxybenzyl)oxy-4-methyl-7-(triethylsilyloxy)nonyl]-1,3-dithian-2-yl}-4-hepten-6-one 
• 389086-09-3 (3S,7R)-9-benzyloxy-6-hydroxy-3-(4-methoxybenzyl)oxy-7-triethylsilyloxy-1-{2-[4-(triethylsilyloxy)butyl]-1,3-dithian-2-yl}nonan-4-one 
• 389086-13-9 4-{2-[(3S,4R,7S)-9-benzyloxy-4-(tert-butyldimethylsilyl)oxy-3-(4-methoxybenzyl)oxy-4-methyl-7-(triethylsilyloxy)nonyl]-1,3-dithian-2-yl}butan-1-ol 
• 389085-93-2 (3S,7S)-9-benzyloxy-3-(4-methoxybenzyl)oxy-7-(triethylsilyl)oxy-1-{2-[4-(triethylsilyl)oxybutyl]-1,3-dithian-2-yl}nonan-4-one 
• 389085-94-3 4-{2-[(3S,4R,7S)-9-benzyloxy-4-(tert-butyldimethylsilyl)oxy-3-(4-methoxybenzyl)oxy-4-methyl-7-(triethylsilyloxy)nonyl]-1,3-dithian-2-yl}butyraldehyde 
• 389086-10-6 (Z)-(3S,7R)-9-Benzyloxy-3-(4-methoxy-benzyloxy)-7-triethylsilanyloxy-1-[2-(4-triethylsilanyloxy-butyl)-[1,3]dithian-2-yl]-non-5-en-4-one 
• 389086-24-2 1-{2-[(3S,4R,7S)-9-benzyloxy-4-(tert-butyldimethylsilyl)oxy-3-hydroxy-4-methyl-7-(triethylsilyloxy)nonyl]-1,3-dithian-2-yl}-4-hepten-6-one 
• 389086-25-3 1-{2-[(4R,7S)-9-benzyloxy-4-(tert-butyldimethylsilyl)oxy-4-methyl-3-oxo-7-(triethylsilyloxy)nonyl]-1,3-dithian-2-yl}-4-hepten-6-one 

Relevant academic research and scientific papers

A Stereoselective synthesis of the C10-C31 (BCDEF ring) portion of pinnatoxin A

(matrix presented) An efficient synthesis of the C10-C31 (BCDEF ring) portion of pinnatoxin A has been achieved. The key step is a highly stereoselective construction of the dispiroketal (BCD ring) system employing an intramolecular hetero-Michael reaction of a reversibly formed hemiketal alkoxide through the use of LiOMe.

Studies directed toward the total synthesis of pinnatoxin A: Synthesis of the 6,5,6-dispiroketal (BCD ring) system by double hemiketal formation/hetero-Michael addition strategy

An efficient, highly stereoselective synthesis of the C10-C26 portion of pinnatoxin A has been achieved, wherein the key step is a highly stereoselective construction of the 6,5,6-dispiroketal (BCD ring) system by an intramolecular hetero-Michael addition of a hemiketal alkoxide reversibly formed under the influence of lithium methoxide.