(4S,4'S)-2,2'-bis(2-(benzyloxy)-3-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-4,4'-bioxazole

Base Information

Chemical Name:(4S,4'S)-2,2'-bis(2-(benzyloxy)-3-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-4,4'-bioxazole
CAS No.:1445949-49-4
Molecular Formula:C₃₄H₂₆F₆N₂O₄
Molecular Weight:640.582
Hs Code.:

Synonyms:(4S,4'S)-2,2'-bis(2-(benzyloxy)-3-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-4,4'-bioxazole

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Chemical Property of (4S,4'S)-2,2'-bis(2-(benzyloxy)-3-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-4,4'-bioxazole

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Technology Process of (4S,4'S)-2,2'-bis(2-(benzyloxy)-3-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-4,4'-bioxazole

There total 4 articles about (4S,4'S)-2,2'-bis(2-(benzyloxy)-3-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-4,4'-bioxazole 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: 85.0%

: 1445949-48-3
(4S,4'S)-2,2'-bis(2-fluoro-3-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-4,4'-bioxazole

: 100-51-6,185532-71-2
benzyl alcohol

: 1445949-49-4
(4S,4'S)-2,2'-bis(2-(benzyloxy)-3-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-4,4'-bioxazole

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 25 ℃; for 12h;
DOI:10.1016/j.tet.2013.05.049

Reference yield:

: 1445949-47-2
N,N'-((2S,3S)-1,4-dihydroxybutane-2,3-diyl)bis(2-fluoro-3-(trifluoromethyl)benzamide)

: 1445949-49-4
(4S,4'S)-2,2'-bis(2-(benzyloxy)-3-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-4,4'-bioxazole

Guidance literature:: Multi-step reaction with 2 steps

1: methanesulfonyl chloride; triethylamine / tetrahydrofuran / 0 - 25 °C

2: sodium hydride / tetrahydrofuran / 12 h / 25 °C

With sodium hydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran;
DOI:10.1016/j.tet.2013.05.049

Reference yield:

: 208173-19-7
2-fluoro-3-trifluoromethylbenzoyl chloride

: 1445949-49-4
(4S,4'S)-2,2'-bis(2-(benzyloxy)-3-(trifluoromethyl)phenyl)-4,4',5,5'-tetrahydro-4,4'-bioxazole

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 6 h / 0 - 25 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 12 h / 25 °C

3: methanesulfonyl chloride; triethylamine / tetrahydrofuran / 0 - 25 °C

4: sodium hydride / tetrahydrofuran / 12 h / 25 °C

With palladium 10% on activated carbon; hydrogen; sodium hydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2013.05.049