439217-18-2

Upstream product

• 439217-17-1 (4S,6S)-6-Benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-one 
• 439217-27-3 2,2-Dimethyl-propionic acid (2S,4S)-4-benzyloxy-2-methyl-5-triisopropylsilanyloxy-pentyl ester 
• 439217-28-4 2,2-Dimethyl-propionic acid (2S,4S)-4-benzyloxy-2-methyl-5-triethylsilanyloxy-pentyl ester 
• 439217-34-2 (2S,4S)-4-Benzyloxy-2-methyl-5-triethylsilanyloxy-pentan-1-ol 
• 439217-32-0 2,2-Dimethyl-propionic acid (2S,4S)-4-hydroxy-2-methyl-5-triisopropylsilanyloxy-pentyl ester 
• 439217-33-1 2,2-Dimethyl-propionic acid (2S,4S)-4-benzyloxy-5-hydroxy-2-methyl-pentyl ester 
• 439217-26-2 (2S,4S)-2-Methyl-5-triisopropylsilanyloxy-pentane-1,4-diol 
• 439217-25-1 (3S,5S)-3-Methyl-5-triisopropylsilanyloxymethyl-dihydro-furan-2-one 
• 175272-36-3 (4R)-4-Benzyl-3-[(2S)-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one 
• 147649-95-4 (S)-2-Methyl-4-pentenoic acid phenylmethyl ester 
• 439217-30-8 (4S,6S)-2-Benzenesulfonyl-6-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-one 
• 439217-35-3 (4S,6S)-2-Benzenesulfonyl-6-benzyloxy-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-ol 
• 439217-29-5 (2S,4S)-4-Benzyloxy-2-methyl-5-triethylsilanyloxy-pentanal 
• 439217-19-3 [(E)-5-((2S,6R,8S,11S,13S)-11-Benzyloxy-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane 

Downstream Products

• 795306-50-2 (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-ol 
• 795306-26-2 Diazo-acetic acid (3S,5S,6R,8R,10S)-10-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-12-en-3-yl ester 

Relevant academic research and scientific papers

Synthesis of the ABCD and ABCDE ring systems of azaspiracid-1

The efficient syntheses of the ABCD ring system of the originally proposed structure of azaspiracid-1 and the ABCDE ring system of the revised structure of azaspiracid-1 containing the correct stereochemistry at C6, C 10, Q3, C14, C16, C17, C19, C21, C22, C24 and C 25 have been achieved.

Controlling influences in bisspiroketal formation: Synthesis of the ABC ring system of azaspiracid

Substitution effects on the stereochemical outcome of bisspiroketalization on the C1-C17 carbon backbone of azaspiracid is presented. A possible explanation is offered to explain the observed stereochemical outcome.

Synthesis of the ABC ring system of Azaspiracid. 2. A systematic study into the effect of C(16) and C(17) substitution on bis-spirocyclization.

[reaction: see text] A systematic study into the effect of C(16) and C(17) substitution on the stereochemical outcome of bis-spirocyclization to form the ABC ring system of azaspiracid is disclosed. Successful construction of the natural 10R,13R bis-spirocyclic stereochemistry has been accomplished on the C(16) benzyloxy-containing precursor.