(2R,4S)-4-benzyloxycarbonylamino-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester

Base Information

Chemical Name:(2R,4S)-4-benzyloxycarbonylamino-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester
CAS No.:1140966-17-1
Molecular Formula:C₂₃H₂₅F₃N₂O₄
Molecular Weight:450.458
Hs Code.:

Synonyms:(2R,4S)-4-benzyloxycarbonylamino-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester

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Chemical Property of (2R,4S)-4-benzyloxycarbonylamino-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester

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Technology Process of (2R,4S)-4-benzyloxycarbonylamino-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester

There total 5 articles about (2R,4S)-4-benzyloxycarbonylamino-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester 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: 88.0%

: 474645-96-0
(2R,4S)-(2-ethyl-6-trifluoromethyl-1,2,3,4-tetrahydroquinolin-4-yl)carbamic acid benzyl ester

: 541-41-3
chloroformic acid ethyl ester

: 1140966-17-1
(2R,4S)-4-benzyloxycarbonylamino-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

: 474645-91-5
(R)-3-((4-(trifluoromethyl)phenyl)amino)pentanenitrile

: 1140966-17-1
(2R,4S)-4-benzyloxycarbonylamino-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: sulfuric acid / toluene / 10 h / Heating

2: lithium tert-butoxide / tetrahydrofuran / 0.5 h / Cooling with acetone-dry ice

3: sodium tetrahydroborate; magnesium(II) chloride hexahydrate / ethanol; water / 0.25 h / Cooling with acetone-dry ice

4: pyridine / dichloromethane / 0.83 h

With pyridine; sodium tetrahydroborate; magnesium(II) chloride hexahydrate; sulfuric acid; lithium tert-butoxide; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;
DOI:10.1016/j.ejmech.2016.09.098

Reference yield:

: 400090-60-0
(R)-3-aminopentanenitrile

: 1140966-17-1
(2R,4S)-4-benzyloxycarbonylamino-2-ethyl-6-trifluoromethyl-3,4-dihydro-2H-quinoline-1-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: caesium carbonate; palladium diacetate; DavePhos; phenylboronic acid / toluene / 4 h / 80 °C / Schlenk technique; Inert atmosphere

2: sulfuric acid / toluene / 10 h / Heating

3: lithium tert-butoxide / tetrahydrofuran / 0.5 h / Cooling with acetone-dry ice

4: sodium tetrahydroborate; magnesium(II) chloride hexahydrate / ethanol; water / 0.25 h / Cooling with acetone-dry ice

5: pyridine / dichloromethane / 0.83 h

With pyridine; sodium tetrahydroborate; magnesium(II) chloride hexahydrate; sulfuric acid; palladium diacetate; caesium carbonate; lithium tert-butoxide; DavePhos; phenylboronic acid; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;
DOI:10.1016/j.ejmech.2016.09.098