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

Base Information

Chemical Name:N-(3-((4aS,5S,7aS)-2-amino-5-(difluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4,5-difluorophenyl)-5-methoxypyrazine-2-carboxamide
CAS No.:1391001-76-5
Molecular Formula:C₁₉H₁₇F₄N₅O₃S
Molecular Weight:471.435
Hs Code.:

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

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

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

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

There total 20 articles about N-(3-((4aS,5S,7aS)-2-amino-5-(difluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4,5-difluorophenyl)-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:

: 1391001-86-7
tert-butyl ((4aS,5S,7aS)-7a-(2,3-difluoro-5-(5-methoxypyrazine-2-carboxamido)phenyl)-5-(difluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate

: 1391001-76-5
N-(3-((4aS,5S,7aS)-2-amino-5-(difluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4,5-difluorophenyl)-5-methoxypyrazine-2-carboxamide

Guidance literature:: tert-butyl ((4aS,5S,7aS)-7a-(2,3-difluoro-5-(5-methoxypyrazine-2-carboxamido)phenyl)-5-(difluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)carbamate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

With sodium hydrogencarbonate; In water; Saturated solution;

Reference yield:

: 38573-88-5
1-bromo-2,3-difluorobenzene

: 1391001-76-5
N-(3-((4aS,5S,7aS)-2-amino-5-(difluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4,5-difluorophenyl)-5-methoxypyrazine-2-carboxamide

Guidance literature:: Multi-step reaction with 13 steps

1.1: n-butyllithium / toluene; hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C

2.1: zinc; acetic acid / 0 - 20 °C

2.2: Saturated solution

3.1: dichloromethane / 18 h / 20 °C

4.1: trifluoromethylsulfonic anhydride; pyridine / dichloromethane / 1.5 h / 0 °C

5.1: hydrogenchloride; water / methanol

6.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C

7.1: diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C

8.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; methanol / 16 h / Reflux

9.1: nitric acid; trifluoroacetic acid; sulfuric acid / 1.83 h / 0 °C

9.2: Saturated solution

10.1: tetrahydrofuran / 60 °C

11.1: ethanol; tin(II) chloride dihdyrate / 16 h

12.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 72 h / 20 °C

13.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

13.2: Saturated solution

With pyridine; hydrogenchloride; methanol; n-butyllithium; tin(II) chloride dihdyrate; ethanol; trifluoromethylsulfonic anhydride; diethylamino-sulfur trifluoride; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; nitric acid; Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; zinc; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;

Reference yield:

: 1388651-54-4
1-morpholino-2-(1-(trityloxy)but-3-en-2-yloxy)ethanone

: 1391001-76-5
N-(3-((4aS,5S,7aS)-2-amino-5-(difluoromethyl)-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-7a-yl)-4,5-difluorophenyl)-5-methoxypyrazine-2-carboxamide

Guidance literature:: Multi-step reaction with 16 steps

1.1: TurboGrignard / tetrahydrofuran / 0 - 10 °C / Inert atmosphere

1.2: 0 - 10 °C

2.1: hydroxylamine hydrochloride; sodium acetate / methanol / 20 - 35 °C

3.1: hydroquinone / toluene / 13 h / 110 - 115 °C

4.1: zinc; acetic acid / 15 - 18 °C

5.1: acetone / 0.25 h / 61.9 °C

6.1: sodium hydroxide / ethyl acetate; water / 1.7 - 5 °C

6.2: 1.5 h

7.1: trifluoromethylsulfonic anhydride; pyridine / dichloromethane / 1.5 h / 0 °C

8.1: hydrogenchloride; water / methanol

9.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C

10.1: diethylamino-sulfur trifluoride / dichloromethane / 0 - 20 °C

11.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; methanol / 16 h / Reflux

12.1: nitric acid; trifluoroacetic acid; sulfuric acid / 1.83 h / 0 °C

12.2: Saturated solution

13.1: tetrahydrofuran / 60 °C

14.1: ethanol; tin(II) chloride dihdyrate / 16 h

15.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 72 h / 20 °C

16.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

16.2: Saturated solution

With pyridine; hydrogenchloride; methanol; TurboGrignard; tin(II) chloride dihdyrate; ethanol; trifluoromethylsulfonic anhydride; diethylamino-sulfur trifluoride; sulfuric acid; hydroxylamine hydrochloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; nitric acid; sodium acetate; Dess-Martin periodane; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; hydroquinone; trifluoroacetic acid; sodium hydroxide; zinc; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetone; toluene;