473670-89-2

Upstream product

• 245504-00-1 [(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]acetaldehyde 
• 473670-92-7 Acetic acid 3-[(1R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-1,2,2-trimethyl-cyclopentyl]-3-hydroxy-propyl ester 
• 314774-13-5 Acetic acid 3-[(1R,4S)-4-(tert-butyl-dimethyl-silanyloxy)-1,2,2-trimethyl-cyclopentyl]-3-oxo-propyl ester 
• 314774-12-4 2-[(1S,4S,6R)-4-tert-butyldimethylsilyloxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]ethyl acetate 
• 314774-15-7 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6,-trimethylcyclohex-1-enyl]ethyl acetate 
• 408357-89-1 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 88023-78-3 para-methoxybenzyl chloride 
• 314774-16-8 3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propyl acetate 
• 473670-88-1 Acetic acid 3-((1R,4S)-4-hydroxy-1,2,2-trimethyl-cyclopentyl)-3-oxo-propyl ester 

Downstream Products

• 314774-18-0 (4E)-6-tert-butyldimethylsilyloxy-1-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-1-{[(4-methoxyphenyl)methoxy]methoxy}-4-methylhex-4-en-3-one 
• 473670-94-9 6-(tert-butyl-dimethyl-silanyloxy)-1-[4-(tert-butyl-dimethyl-silanyloxy)-1,2,2-trimethyl-cyclopentyl]-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-4-en-3-ol 
• 50906-61-1 all-E mytiloxanthin 
• 314774-17-9 3-[(1R,4S)-4-tert-butyldimethylsilyloxy-1,2,2-trimethylcyclopentyl]-3-{[(4-methoxyphenyl)methoxy]methoxy}propanal 

Relevant academic research and scientific papers

Carotenoids and related polyenes. Part 8. Total synthesis of optically active mytiloxanthin applying the stereoselective rearrangement of tetrasubstituted epoxide

Biomimetic synthesis of mytiloxanthin 1 was accomplished with stereoselective rearrangement of the tetrasubstituted epoxide 5 as a key reaction. This is the first total synthesis of optically active all-E mytiloxanthin 1.

First total synthesis of mytiloxanthin

The first total synthesis of mytiloxanthin 2 was accomplished via the cyclopentyl ketone 7 prepared by stereoselective rearrangement of the epoxide 4a.