499121-04-9

Upstream product

• 64638-65-9 5,6-dideoxy-1,2-O-isopropylidene-α-D-erythro-hexofuranos-3-ulose 
• 499120-91-1 (2R,3S,4Z)-2,3-bis(methoxymethoxy)hept-4-enal 
• 499120-95-5 (2R,3R,4R)-4-ethyl-2,3-isopropylidenedioxy-3-vinyl-4-butanolide 
• 499120-96-6 (2S,3R,4R)-2,3-isopropylidenedioxy-3-vinylhexane-1,4-diol 
• 499121-06-1 (2R,3S,4Z)-2,3-bis(methoxymethoxy)hept-4-en-1-ol 
• 499120-92-2 (2R,3R,4R)-4-benzyloxy-2,3-isopropylidenedioxy-3-vinyl-hexanal 
• 499120-97-7 (2S,3R,4R)-4-benzyloxy-2,3-isopropylidenedioxy-3-vinyl-hexan-1-ol 
• 499121-00-5 (3S,4S,5R)-5-Benzyl-3-((R)-1-benzyloxy-propyl)-tetrahydro-furan-2,3,4-triol 
• 499121-01-6 (2R,3S,4R)-4-benzyl-2-[(1R)-1-(benzyloxy)propyl]-2,3-dihydroxy-4-butanolide 
• 499120-98-8 (2R,3S,4R,5R)-5-benzyloxy-3,4-isopropylidenedioxy-1-phenyl-4-vinylheptan-2-ol 
• 499121-02-7 (3S,4S,5R)-5-Benzyl-3-((Z)-(4R,5S)-3-hydroxy-4,5-bis-methoxymethoxy-2-methyl-non-6-enoyl)-3,4-bis-triethylsilanyloxy-dihydro-furan-2-one 
• 499121-08-3 (2R,3S,4R)-4-benzyl-2-[(1R)-1-(benzyloxy)propyl]-2,3-bis(triethylsiloxy)-4-butanolide 
• 499121-09-4 (2R,3S,4R)-4-benzyl-2-[(1R)-1-hydroxypropyl]-2,3-bis(triethylsiloxy)-4-butanolide 
• 499120-90-0 (2S,3S,4R)-4-benzyl-2-propanoyl-2,3-bis(triethylsiloxy)-4-butanolide 

Downstream Products

• 499120-89-7 (5S,8R,9S)-8-benzyl-2-[(1S,2S,3Z)-1,2-bis(methoxymethoxy)-3-hexenyl]-3-methyl-9-triethylsiloxy-1,7-dioxaspiro[4.4]non-2-ene-4,6-dione 
• 58523-30-1 pseurotin A 
• 149883-42-1 (5S,8S,9R)-8-benzoyl-2-[(1S,2S,3Z)-1,2-dihydroxy-3-hexenyl]-8,9-dihydroxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione 
• 660842-18-2 (5S,8R,9S)-8-benzyl-2-[(1S,2S,3Z)-1,2-bis(methoxymethoxy)-3-hexenyl]-9-methoxymethoxy-3-methyl-1,7-dioxaspiro[4.4]non-2-ene-4,6-dione 
• 660842-19-3 (S)-5-((Z)-(1S,2S)-1,2-Bis-methoxymethoxy-hex-3-enyl)-2-((R)-1-methoxymethoxy-2-oxo-3-phenyl-propyl)-4-methyl-3-oxo-2,3-dihydro-furan-2-carboxylic acid amide 
• 660842-20-6 (5S,8R,9R)-8-benzyl-2-[(1S,2S,3Z)-1,2-bis(methoxymethoxy)-3-hexenyl]-8-hydroxy-9-methoxymethoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione 
• 660842-22-8 (5S,8S,9R)-8-benzoyl-2-[(1S,2S,3Z)-1,2-bis(methoxymethoxy)-3-hexenyl]-8-hydroxy-9-methoxymethoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione 

Relevant academic research and scientific papers

Total syntheses of natural pseurotins A, F2, and azaspirene

We describe the total syntheses of natural pseurotins A and F2, inhibitors of chitin synthase, both of which possess an unusual 1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione ring system. The total syntheses of these spiro-hetereocyclic natural produ

Stereocontrolled synthesis of a highly functionalized 1,7-dioxaspiro[4.4]Nonane derivative related to antibiotic pseurotins

For a total synthesis of pseurotins, unusual heterospirocyclic antibiotics, a key intermediate (5), having a highly functionalized 1,7-dioxaspiro-[4.4]nonane structure, has been synthesized from diacetone D-glucose.