(R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanone

Base Information

Chemical Name:(R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanone
CAS No.:607357-22-2
Molecular Formula:C₃₆H₃₄N₂O₄
Molecular Weight:558.677
Hs Code.:

Synonyms:(R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanone

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Chemical Property of (R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanone

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Technology Process of (R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanone

There total 1 articles about (R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.0%

: 96797-15-8
N-trityl-4⁽⁵⁾-iodoimidazole

: 100906-42-1
2-O-benzyl-3,4-O-isopropylidene-L-threose

: 607357-22-2
(R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanone

Guidance literature:: N-trityl-4⁽⁵⁾-iodoimidazole; With ethylmagnesium bromide; In diethyl ether; dichloromethane; at 20 ℃; for 0.5h;

2-O-benzyl-3,4-O-isopropylidene-L-threose; In diethyl ether; dichloromethane; at 20 ℃; for 2h;

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 1.5h; Further stages.;
DOI:10.1002/ejoc.200300190

Reference yield:

: 100-39-0
benzyl bromide

: 607357-22-2
(R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanone

: 4-[(1R,2S)-1,2-Bis-benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl]-1-trityl-1H-imidazole

Guidance literature:: (R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanone; With L-Selectride; In tetrahydrofuran; at -78 ℃; for 1h;

With sodium hydride; In tetrahydrofuran; at 0 ℃;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 40 ℃; for 12h; Further stages.;
DOI:10.1002/ejoc.200300190

Reference yield:

: 607357-22-2
(R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanone

: (1S,2S)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanol

: (1R,2S)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-(1-trityl-1H-imidazol-4-yl)-ethanol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 1h; Title compound not separated from byproducts.;
DOI:10.1002/ejoc.200300190