(4aS,5R,7aS)-7a-(5-(5-cyclopropoxypyridin-3-yl)-2-fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

Base Information

Chemical Name:(4aS,5R,7aS)-7a-(5-(5-cyclopropoxypyridin-3-yl)-2-fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine
CAS No.:1384461-70-4
Molecular Formula:C₂₁H₂₂FN₃O₂S
Molecular Weight:399.489
Hs Code.:

Synonyms:(4aS,5R,7aS)-7a-(5-(5-cyclopropoxypyridin-3-yl)-2-fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

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Chemical Property of (4aS,5R,7aS)-7a-(5-(5-cyclopropoxypyridin-3-yl)-2-fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

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Technology Process of (4aS,5R,7aS)-7a-(5-(5-cyclopropoxypyridin-3-yl)-2-fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

There total 4 articles about (4aS,5R,7aS)-7a-(5-(5-cyclopropoxypyridin-3-yl)-2-fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine 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:

: 1209459-38-0
3-bromo-5-(cyclopropyloxy)pyridine

: 1384461-85-1
di-tert-Butyl {(4aS,5R,7aS)-7a-[2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl}imidodicarbonate

: 1384461-70-4
(4aS,5R,7aS)-7a-(5-(5-cyclopropoxypyridin-3-yl)-2-fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

Guidance literature:: 3-bromo-5-(cyclopropyloxy)pyridine; di-tert-Butyl {(4aS,5R,7aS)-7a-[2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl}imidodicarbonate; With caesium carbonate; bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; ethanol; water; at 100 ℃; for 1h;

With trifluoroacetic acid; In dichloromethane; for 1h;

With sodium hydrogencarbonate; In water;

Reference yield:

: 1384461-83-9
(4aS,5R,7aS)-7a-(5-bromo-2-fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

: 1384461-70-4
(4aS,5R,7aS)-7a-(5-(5-cyclopropoxypyridin-3-yl)-2-fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap / dichloromethane / 20 °C

2.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 3 h / 80 °C

3.1: caesium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; ethanol; water / 1 h / 100 °C

3.2: 1 h

With dmap; potassium acetate; caesium carbonate; bis-triphenylphosphine-palladium(II) chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide;

Reference yield:

: 1384462-08-1
(4aS,5R,7aS)-7a-(2-Fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

: 1384461-70-4
(4aS,5R,7aS)-7a-(5-(5-cyclopropoxypyridin-3-yl)-2-fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluoroacetic acid; N-Bromosuccinimide; sulfuric acid / 0.5 h / 30 - 60 °C

1.2: 20 °C

2.1: dmap / dichloromethane / 20 °C

3.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 3 h / 80 °C

4.1: caesium carbonate / bis-triphenylphosphine-palladium(II) chloride / 1,2-dimethoxyethane; ethanol; water / 1 h / 100 °C

4.2: 1 h

With dmap; N-Bromosuccinimide; sulfuric acid; potassium acetate; caesium carbonate; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide;