(R)-(R)-1-(2,8-bis(trifluoromethyl)quinolin-4-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Base Information

Chemical Name:(R)-(R)-1-(2,8-bis(trifluoromethyl)quinolin-4-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
CAS No.:1292282-16-6
Molecular Formula:C₂₉H₃₀F₉NO₄Si
Molecular Weight:655.633
Hs Code.:

Synonyms:(R)-(R)-1-(2,8-bis(trifluoromethyl)quinolin-4-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Chemical Property of (R)-(R)-1-(2,8-bis(trifluoromethyl)quinolin-4-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

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Technology Process of (R)-(R)-1-(2,8-bis(trifluoromethyl)quinolin-4-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

There total 8 articles about (R)-(R)-1-(2,8-bis(trifluoromethyl)quinolin-4-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate 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: 58.0%

: 1292282-15-5
(R)-1-(2,8-bis(trifluoromethyl)quinolin-4-yl)-2-((tert-butyldimethylsilyl)oxy)ethanol

: 20445-33-4,39637-99-5
(R)-methoxytrifluoromethylphenylacetyl chloride

: 1292282-16-6
(R)-(R)-1-(2,8-bis(trifluoromethyl)quinolin-4-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; In dichloromethane; at 0 - 20 ℃; for 24h; Inert atmosphere;

Reference yield: 58.0%

: 1292282-15-5
(R)-1-(2,8-bis(trifluoromethyl)quinolin-4-yl)-2-((tert-butyldimethylsilyl)oxy)ethanol

: 20445-31-2
R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

: 1292282-16-6
(R)-(R)-1-(2,8-bis(trifluoromethyl)quinolin-4-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; optical yield given as %ee; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.01.003

Reference yield:

: 35853-45-3
(2,8-bis-trifluoromethyl)-4-bromoquinoline

: 1292282-16-6
(R)-(R)-1-(2,8-bis(trifluoromethyl)quinolin-4-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Guidance literature:: Multi-step reaction with 4 steps

1: bis-triphenylphosphine-palladium(II) chloride; tetrabutylammomium bromide; potassium carbonate / acetonitrile / 4 h / 90 °C / Inert atmosphere; Sealed tube

2: potassium osmate(VI) dihydrate; AD mix-β / water; tert-butyl alcohol / 0 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere

4: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; dmap; bis-triphenylphosphine-palladium(II) chloride; potassium osmate(VI) dihydrate; AD mix-β; tetrabutylammomium bromide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; 1: Stille coupling / 2: Sharpless dihydroxylation;
DOI:10.1016/j.tetasy.2011.01.003