N-(3-((4aS,5S,7aS)-2-amino-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-methoxypyrazine-2-carboxamide

Base Information

Chemical Name:N-(3-((4aS,5S,7aS)-2-amino-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-methoxypyrazine-2-carboxamide
CAS No.:1388149-36-7
Molecular Formula:C₁₉H₁₇F₄N₅O₃S
Molecular Weight:471.435
Hs Code.:

Synonyms:N-(3-((4aS,5S,7aS)-2-amino-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-methoxypyrazine-2-carboxamide

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Chemical Property of N-(3-((4aS,5S,7aS)-2-amino-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-methoxypyrazine-2-carboxamide

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Technology Process of N-(3-((4aS,5S,7aS)-2-amino-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-methoxypyrazine-2-carboxamide

There total 24 articles about N-(3-((4aS,5S,7aS)-2-amino-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-methoxypyrazine-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: 84.9%

: 1388149-68-5
N-((4aS,5S,7aS)-7a-(5-amino-2-fluoro-phenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)amine

: 40155-42-8
5-methoxy-pyrazine-2-carboxylic acid

: 1388149-36-7
N-(3-((4aS,5S,7aS)-2-amino-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-methoxypyrazine-2-carboxamide

Guidance literature:: 5-methoxy-pyrazine-2-carboxylic acid; With thionyl chloride; In 1,3-dimethyl-2-imidazolinone; at 0 - 10 ℃;

N-((4aS,5S,7aS)-7a-(5-amino-2-fluoro-phenyl)-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)amine; In 1,3-dimethyl-2-imidazolinone; at 10 ℃;

With sodium hydroxide; In 1,3-dimethyl-2-imidazolinone; water; ethyl acetate; pH=11;

Reference yield:

: 1388149-37-8
C₂₄H₂₅F₄N₅O₅S

: 1388149-36-7
N-(3-((4aS,5S,7aS)-2-amino-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-methoxypyrazine-2-carboxamide

Guidance literature:: C₂₄H₂₅F₄N₅O₅S; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

: 1262799-41-6
(3aR,4S,6aS)-6a-(2-fluorophenyl)-4-(trifluoromethyl)hexahydrofuro[3,4-c]isoxazole

: 1388149-36-7
N-(3-((4aS,5S,7aS)-2-amino-5-(trifluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4-fluorophenyl)-5-methoxypyrazine-2-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: zinc; acetic acid / 0 - 20 °C

2.1: dichloromethane / 18 h / 20 °C

3.1: trifluoromethylsulfonic anhydride; pyridine / -20 - 0 °C

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; methanol / 16 h / Reflux

5.1: nitric acid; trifluoroacetic acid; sulfuric acid / 0 - 20 °C

5.2: 5 - 21 °C

5.3: 35 - 40 °C

6.1: hydrogenchloride; ammonium chloride; iron / ethanol; water / 20 - 68 °C / Inert atmosphere

7.1: sodium hydroxide / water / 20 - 35 °C

8.1: thionyl chloride / 1,3-dimethyl-2-imidazolinone / 0 - 10 °C

8.2: 10 °C

8.3: pH 11

With pyridine; hydrogenchloride; methanol; thionyl chloride; trifluoromethylsulfonic anhydride; sulfuric acid; nitric acid; iron; ammonium chloride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; sodium hydroxide; zinc; In ethanol; dichloromethane; 1,3-dimethyl-2-imidazolinone; water;