tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-3-ethyl-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate

Base Information

Chemical Name:tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-3-ethyl-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate
CAS No.:1262799-49-4
Molecular Formula:C₂₀H₂₄F₄N₄O₄
Molecular Weight:460.429
Hs Code.:

Synonyms:tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-3-ethyl-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate

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Chemical Property of tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-3-ethyl-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate

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Technology Process of tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-3-ethyl-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate

There total 12 articles about tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-3-ethyl-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-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:

: 1262799-48-3
tert-butyl ((4aS,5S,7aS)-3-ethyl-7a-(2-fluoro-5-nitrophenyl)-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate

: 1262799-49-4
tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-3-ethyl-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃; for 2h;

Reference yield:

: 1262799-38-1
(S)-N-methoxy-N-methyl-2-(( 1,1,1-trifluorobut-3-en-2-yl)oxy)acetamide

: 1262799-49-4
tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-3-ethyl-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 1.42 h / -78 - -60 °C / Inert atmosphere

1.2: 2 h / -60 °C

2.1: hydroxylamine hydrochloride; sodium acetate / methanol / 0.33 h / 50 °C

3.1: hydroquinone / xylenes / 22 h / 140 °C

4.1: zinc; acetic acid / 0 - 20 °C

5.1: chromium(VI) oxide; sulfuric acid / water; acetone / 72 h / 20 °C

6.1: sulfuric acid / 20 °C / Inert atmosphere; Reflux

7.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 - 50 °C / Inert atmosphere

8.1: nitric acid / 24 h / 20 °C

9.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C / Inert atmosphere

10.1: hydrogen / palladium 10% on activated carbon / ethanol / 2 h / 20 °C

With chromium(VI) oxide; n-butyllithium; sulfuric acid; hydroxylamine hydrochloride; hydrogen; nitric acid; sodium acetate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; hydroquinone; zinc; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; hexane; water; N,N-dimethyl-formamide; acetone; xylenes;

Reference yield:

: C₆H₇F₃O₃

: 1262799-49-4
tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-3-ethyl-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate

Guidance literature:: Multi-step reaction with 11 steps

1.1: 1,1'-carbonyldiimidazole / dichloromethane / 1.08 h / Ice-cooling

1.2: 20 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 1.42 h / -78 - -60 °C / Inert atmosphere

2.2: 2 h / -60 °C

3.1: hydroxylamine hydrochloride; sodium acetate / methanol / 0.33 h / 50 °C

4.1: hydroquinone / xylenes / 22 h / 140 °C

5.1: zinc; acetic acid / 0 - 20 °C

6.1: chromium(VI) oxide; sulfuric acid / water; acetone / 72 h / 20 °C

7.1: sulfuric acid / 20 °C / Inert atmosphere; Reflux

8.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 - 50 °C / Inert atmosphere

9.1: nitric acid / 24 h / 20 °C

10.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C / Inert atmosphere

11.1: hydrogen / palladium 10% on activated carbon / ethanol / 2 h / 20 °C

With chromium(VI) oxide; n-butyllithium; sulfuric acid; hydroxylamine hydrochloride; hydrogen; nitric acid; sodium acetate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; hydroquinone; 1,1'-carbonyldiimidazole; zinc; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; xylenes;