553679-34-8

Upstream product

• 553679-29-1 methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-hydroxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2S)-2-(methoxycarbonyl)-4-methylene(2-2,3,5-trihydrofuryl))(2S)propanoate 
• 553679-28-0 dimethyl 2-[2-(3-{(1R)-2-[(4-methylphenyl)sulfonyloxy]-1-phenylcarbonyloxyethyl}(2R,3R)oxiran-2-yl)prop-2-enyl]-4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}(2S,4S)-2-hydroxypentane-1,5-dioate 
• 553679-27-9 dimethyl 2-[2-(3-{(1R)-1-hydroxy-2-[(4-methylphenyl)sulfonyloxy]ethyl}(2R,3R)oxiran-2-yl)prop-2-enyl]-4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}(2S,4S)-2-hydroxypentane-1,5-dioate 
• 553679-26-8 dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-{(5S)(3Z)-5-hydroxy-2-methylene-6-[(4-methylphenyl)sulfonyloxy]hex-3-enyl}(2S,4S)-2-hydroxypentane-1,5-dioate 
• 553679-23-5 dimethyl 4-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-2-[4-[(4S)-2,2-dimethyl(1,3-dioxolan-4-yl)](3Z)-2-methylenebut-3-enyl] (2S,4S)-2-hydroxypentane-1,5-dioate 
• 553679-25-7 dimethyl 4-[N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino]-2-[(5S)(3Z)-5,6-dihydroxy-2-methylenehex-3-enyl](2S,4S)-2-hydroxypentane-1,5-dioate 
• 553679-21-3 4-[(4S)-2,2-dimethyl(1,3-dioxolan-4-yl)](3Z)-2-methylenebut-3-en-1-ol 
• 553679-22-4 (4S)-4-[(1Z)-3-(bromomethyl)buta-1,3-dienyl]-2,2-dimethyl-1,3-dioxolane 
• 270925-36-5 dimethyl (2S)-2-[N-((1R)-1-phenylethyl)-2,2,2-trifluoroacetylamino]-4-oxopentane-1,5-dioate 
• 98-59-9 p-toluenesulfonyl chloride 
• 98-88-4 benzoyl chloride 
• 994-30-9 triethylsilyl chloride 
• 553679-33-7 methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2S)-2-(methoxycarbonyl)-4-methylene(2-2,3,5-trihydrofuryl))(2S)propanoate 

Downstream Products

• 553679-35-9 methyl 2-{N-[(1R)-1-phenylethyl]-2,2,2-trifluoroacetylamino}-3-(5-{(1R,2R)-1-triethylsilyloxy-3-[(4-methylphenyl)sulfonyloxy]-2-phenylcarbonyloxypropyl}(2R,4R)-4-hydroxy-2-(methoxycarbonyl)oxolan-2-yl)(2S)propanoate 

Relevant academic research and scientific papers

Indium-mediated allylation reaction in aqueous media: Synthetic studies towards the total synthesis of dysiherbaine

A stereospecific route to the key intermediate 4 for the total synthesis of dysiherbaine has been successfully developed based on the indium-mediated allylation reaction in aqueous media. Further manipulation to the advanced intermediate 28 has resulted in the discovery of a series of highly stereoselective processes.

Design, synthesis, and evaluation of β-galactosylceramide mimics promoting β-glucocerebrosidase activity in keratinocytes

We have established an efficient synthesis of mimics of β-galactosylceramide (β-GalCer) increasing a β-glucocerebrosidase (β-GlcCer'ase) activity that associates with the skin barrier function. Among the synthetic β-GalCer analogues (6a-6e) described herein, compound 6e exhibited a potent effect on the activation of β-GlcCer'ase function in vitro and reduced the transepidermal water loss (TEWL) level in a UVB-induced barrier disrupted mice model. These findings indicated that compound 6e could be useful for cosmetics and medicines to improve skin barrier function.