methyl 2-{(2R,4S,5S)-5-(tert-butoxycarbonylamino)-4-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

Base Information

Chemical Name:methyl 2-{(2R,4S,5S)-5-(tert-butoxycarbonylamino)-4-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate
CAS No.:1316756-77-0
Molecular Formula:C₂₀H₂₆F₃NO₅
Molecular Weight:417.425
Hs Code.:

Synonyms:methyl 2-{(2R,4S,5S)-5-(tert-butoxycarbonylamino)-4-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

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Chemical Property of methyl 2-{(2R,4S,5S)-5-(tert-butoxycarbonylamino)-4-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

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Technology Process of methyl 2-{(2R,4S,5S)-5-(tert-butoxycarbonylamino)-4-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

There total 7 articles about methyl 2-{(2R,4S,5S)-5-(tert-butoxycarbonylamino)-4-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate 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: 75.0%

: 1316756-76-9
methyl (2E,5S,6S)-6-[(tert-butoxycarbonyl)amino]-7-hydroxy-5-[4-(trifluoromethyl)phenyl]hept-2-enoate

: 1316756-77-0
methyl 2-{(2R,4S,5S)-5-(tert-butoxycarbonylamino)-4-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

: 402-51-7
4-(trifluoromethyl)phenylmagnesium bromide

: 1316756-77-0
methyl 2-{(2R,4S,5S)-5-(tert-butoxycarbonylamino)-4-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(l) iodide / tetrahydrofuran / 2 h / -78 - 0 °C

1.2: -78 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.75 h / 0 - 20 °C

2.2: 0.5 h

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h

3.2: 1 h / -78 °C

4.1: dichloromethane / 3 h / -78 - 20 °C

5.1: toluene-4-sulfonic acid / methanol / 14 h / 20 °C

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With copper(l) iodide; lithium aluminium tetrahydride; oxalyl dichloride; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: 1316756-74-7
tert-butyl (4S)-4-{(1S)-3-hydroxy-1-[4-(trifluoromethyl)phenyl]propyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

: 1316756-77-0
methyl 2-{(2R,4S,5S)-5-(tert-butoxycarbonylamino)-4-[4-(trifluoromethyl)phenyl]tetrahydro-2H-pyran-2-yl}acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h

1.2: 1 h / -78 °C

2.1: dichloromethane / 3 h / -78 - 20 °C

3.1: toluene-4-sulfonic acid / methanol / 14 h / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane;