(S)-tert-butyl (4-(3-fluoro-4-(trifluoromethoxy)phenyl)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)carbamate

Base Information

Chemical Name:(S)-tert-butyl (4-(3-fluoro-4-(trifluoromethoxy)phenyl)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)carbamate
CAS No.:1561765-74-9
Molecular Formula:C₂₀H₂₀F₄N₂O₄
Molecular Weight:428.383
Hs Code.:

Synonyms:(S)-tert-butyl (4-(3-fluoro-4-(trifluoromethoxy)phenyl)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)carbamate

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Chemical Property of (S)-tert-butyl (4-(3-fluoro-4-(trifluoromethoxy)phenyl)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)carbamate

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Technology Process of (S)-tert-butyl (4-(3-fluoro-4-(trifluoromethoxy)phenyl)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)carbamate

There total 7 articles about (S)-tert-butyl (4-(3-fluoro-4-(trifluoromethoxy)phenyl)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)carbamate 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 1561778-47-9
(S)-4-(3-fluoro-4-(trifluoromethoxy)phenyl)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-amine hydrochloride

: 1561765-74-9
(S)-tert-butyl (4-(3-fluoro-4-(trifluoromethoxy)phenyl)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)carbamate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 72h;

Reference yield:

: 6602-32-0
2-bromo-pyridin-3-ol

: 1561765-74-9
(S)-tert-butyl (4-(3-fluoro-4-(trifluoromethoxy)phenyl)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)carbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran / 17.5 h / 0 - 50 °C / Inert atmosphere

2.1: triphenylphosphine; palladium diacetate; potassium acetate; tetraethylammonium chloride / N,N-dimethyl-formamide / 16 h / 110 °C / Inert atmosphere

3.1: sodium hydrogencarbonate; ozone / methanol; chloroform / 16 h / -78 °C

3.2: 12 h / -78 - 20 °C

4.1: titanium(IV) tetraethanolate / 2-methyltetrahydrofuran / 4 h / 20 °C

5.1: magnesium; iodine / 2-methyltetrahydrofuran / 0.5 h / 35 °C

5.2: Cooling with acetone-dry ice

6.1: hydrogenchloride / ethanol; 1,4-dioxane / 2 h / 20 °C

7.1: triethylamine / dichloromethane / 72 h / 20 °C

With hydrogenchloride; titanium(IV) tetraethanolate; tetraethylammonium chloride; iodine; potassium acetate; palladium diacetate; sodium hydrogencarbonate; ozone; magnesium; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 2-methyltetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; 5.1: |Grignard Reaction / 5.2: |Grignard Reaction;

Reference yield:

: 405174-48-3
2,3-dihydro-4H-pyrano[3,2-b]pyridine-4-one

: 1561765-74-9
(S)-tert-butyl (4-(3-fluoro-4-(trifluoromethoxy)phenyl)-3,4-dihydro-2H-pyrano[3,2-b]pyridin-4-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: titanium(IV) tetraethanolate / 2-methyltetrahydrofuran / 4 h / 20 °C

2.1: magnesium; iodine / 2-methyltetrahydrofuran / 0.5 h / 35 °C

2.2: Cooling with acetone-dry ice

3.1: hydrogenchloride / ethanol; 1,4-dioxane / 2 h / 20 °C

4.1: triethylamine / dichloromethane / 72 h / 20 °C

With hydrogenchloride; titanium(IV) tetraethanolate; iodine; magnesium; triethylamine; In 2-methyltetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; 2.1: |Grignard Reaction / 2.2: |Grignard Reaction;