85700-44-3

Upstream product

• 85700-42-1 claviridenone-d 
• 108-24-7 acetic anhydride 
• 89156-50-3 (E)-(R)-4-Acetoxy-7-[(S)-2-hydroxy-2-((Z)-oct-2-enyl)-5-oxo-cyclopent-3-en-(E)-ylidene]-hept-5-enoic acid methyl ester 
• 628-71-7 1-Heptyne 
• 188679-79-0 dec-4-yn-2-one 
• 162425-54-9 (1R,4S,5S)-4-chloro-2-oxabicyclo<3.3.0>oct-6-en-3-one 
• 162282-59-9 (4S,5S)-5-<(S)-1-chloro-2-oxoethyl>-4-hydroxy-4-(2-octenyl)-2-cyclopentenone 
• 162282-52-2 (1R,4S,5S,6R)-4-chloro-6-(tetrahydropyran-2-yl)oxy-2-oxabicyclo<3.3.0>oct-7-en-3-one 
• 162282-51-1 (3S,3aR,4R,5R,6aR)-3-Chloro-5-iodo-4-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one 
• 98892-21-8 (R)-2-(tert-Butyl-dimethyl-silanyloxy)-5-(tetrahydro-pyran-2-yloxy)-pentan-1-ol 
• 98892-16-1 Acetic acid (1S,2R,3S,4R)-2-hydroxy-3-hydroxymethyl-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester 
• 98892-15-0 Acetic acid (1S,2R,3S,4R)-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-hydroxy-2-((Z)-oct-2-enyl)-4-(tetrahydro-pyran-2-yloxy)-cyclopentyl ester 
• 98892-08-1 Benzoic acid 2-[(1R,2S,3R,5S)-2-(tert-butyl-dimethyl-silanyloxymethyl)-1,5-dihydroxy-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-ethyl ester 
• 98892-31-0 Acetic acid (1S,2R,3R,4R)-3-((E)-(R)-1,4-diacetoxy-7-hydroxy-hept-2-enyl)-2,4-dihydroxy-2-((Z)-oct-2-enyl)-cyclopentyl ester 

Downstream Products

• 918153-34-1 methyl 4-acetoxy-5-oxopentanoate 
• 66-25-1 hexanal 
• 85611-86-5 claviridenone-d 
• 85611-86-5 claviridenone-c 
• 85611-86-5 clavulone III 
• 89156-54-7 4-Bromo-benzoic acid (1R,3R)-3-acetoxy-2-[(E)-(R)-4-acetoxy-6-methoxycarbonyl-hex-2-en-(E)-ylidene]-3-((Z)-oct-2-enyl)-cyclopentyl ester 
• 89156-53-6 Benzoic acid (1R,3R)-3-acetoxy-2-[(E)-(R)-4-acetoxy-6-methoxycarbonyl-hex-2-en-(E)-ylidene]-3-((Z)-oct-2-enyl)-cyclopentyl ester 
• 89156-56-9 4-Nitro-benzoic acid (1R,3R)-3-acetoxy-2-[(E)-(R)-4-acetoxy-6-methoxycarbonyl-hex-2-en-(E)-ylidene]-3-((Z)-oct-2-enyl)-cyclopentyl ester 
• 89156-55-8 4-Cyano-benzoic acid (1R,3R)-3-acetoxy-2-[(E)-(R)-4-acetoxy-6-methoxycarbonyl-hex-2-en-(E)-ylidene]-3-((Z)-oct-2-enyl)-cyclopentyl ester 
• 145437-77-0 4-Bromo-benzoic acid (1R,5S)-5-methoxymethoxy-3-((Z)-oct-2-enyl)-4-[(E)-3-((R)-5-oxo-tetrahydro-furan-2-yl)-prop-2-en-(Z)-ylidene]-cyclopent-2-enyl ester 

Relevant academic research and scientific papers

Prostanoids and related compounds. IV. Total synthesis of clavulones

An efficient and stereoselective synthesis of optically active clavulones has been accomplished by the use of the unnatural type dichloro Corey lactone 1 as a chiral pool.

Synthesis of Clavulones (Claviridenones) via [3 + 2] Annulation Using Reaction of (β-(Phenylthio)acryloyl)silane with Lithium Enolate of Alkyl Methyl Ketone

Synthesis of clavulones II (1) and III (2) (claviridenones c and b), antitumor marine prostanoids, has been achieved via [3 + 2] annulation using reaction of (β-(phenylthio)acryloyl)silane 5 with methyl ketone enolate 6 followed by installation of the α-side chain by aldol reaction.

SYNTHESIS OF CLAVULONES (CLAVIRIDENONES)

New marine eicosanoid clavulones (claviridenones) were synthesized from the Corey lactone and D-glutamic acid.

NEW PROSTANOIDS FROM SOFT CORAL

Four new anti-tumor active prostanoids, named claviridenone-a (3), claviridenone-b (4), claviridenone-c (5), and claviridenone-d (6), as well as 20-acetoxy-claviridenone-b (7) and 20-acetoxy-claviridenone-c (8), have been isolated from the Okinawan soft c

FOUR NEW PROSTANOIDS: CLAVIRIDENONE-A, -B, -C, AND -D FROM THE OKINAWAN SOFT CORAL CLAVULARIA VIRIDIS

The structures of four new prostanoids named claviridenone-a, -b, -c, and -d, which were isolated from the Okinawan soft coral Clavularia viridis, were elucidated as 1, 2, 3, and 4, respectively.