N-(3-((4aR,5S,7aS)-2-amino-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]oxazin-7a-yl)-4-fluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide

Base Information

Chemical Name:N-(3-((4aR,5S,7aS)-2-amino-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]oxazin-7a-yl)-4-fluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide
CAS No.:1262803-10-0
Molecular Formula:C₁₉H₁₇F₄N₅O₃
Molecular Weight:439.369
Hs Code.:

N-(3-((4aR,5S,7aS)-2-amino-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]oxazin-7a-yl)-4-fluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide

Synonyms:N-(3-((4aR,5S,7aS)-2-amino-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]oxazin-7a-yl)-4-fluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide

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Chemical Property of N-(3-((4aR,5S,7aS)-2-amino-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]oxazin-7a-yl)-4-fluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide

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Technology Process of N-(3-((4aR,5S,7aS)-2-amino-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]oxazin-7a-yl)-4-fluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide

There total 20 articles about N-(3-((4aR,5S,7aS)-2-amino-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]oxazin-7a-yl)-4-fluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide 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:

: C₂₄H₂₅F₄N₅O₅

: 1262803-10-0
N-(3-((4aR,5S,7aS)-2-amino-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]oxazin-7a-yl)-4-fluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃;

Reference yield:

: 5521-55-1
2-methylpyrazin-5-carboxylic acid

: 1262803-10-0
N-(3-((4aR,5S,7aS)-2-amino-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]oxazin-7a-yl)-4-fluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1: boron trifluoride diethyl etherate / tetrahydrofuran / 20 °C / Ice-cooling

2: N,N-dimethyl-formamide / 5 h / 130 °C

3: sodium periodate / water; tetrahydrofuran / 4 h / 20 °C

4: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / 2 h / 20 °C / Inert atmosphere; Ice-cooling

5: trifluoroacetic acid / dichloromethane / 5 h / 20 °C

6: N-ethyl-N,N-diisopropylamine; (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate / dichloromethane / 20 °C

7: trifluoroacetic acid / dichloromethane / 20 °C

With sodium periodate; (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 1174321-93-7
(3aR,4S)-4-((trityloxy)methyl)-3,3a,4,6-tetrahydrofuro[3,4-c]isoxazole

: 1262803-10-0
N-(3-((4aR,5S,7aS)-2-amino-5-(fluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]oxazin-7a-yl)-4-fluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: n-butyllithium / toluene; hexane; tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

1.2: 0.67 h / -78 °C

2.1: zinc; acetic acid / 18 h / 20 °C

3.1: dichloromethane / 0.17 h / 20 °C

4.1: dicyclohexyl-carbodiimide / ethanol / 6 h / 80 °C

5.1: formic acid / 20 °C

6.1: Nonafluorobutanesulfonyl fluoride; triethylamine; triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol / 16 h / 65 °C

8.1: nitric acid; trifluoroacetic acid; sulfuric acid / 0.75 h / 0 °C

8.2: pH 12

9.1: triethylamine / dichloromethane / 20 h

10.1: tin(II) chloride dihdyrate / ethanol / 18 h

11.1: N-ethyl-N,N-diisopropylamine; (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate / dichloromethane / 20 °C

12.1: trifluoroacetic acid / dichloromethane / 20 °C

With n-butyllithium; formic acid; (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate; tin(II) chloride dihdyrate; Nonafluorobutanesulfonyl fluoride; sulfuric acid; nitric acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine tris(hydrogen fluoride); triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; toluene;