N-[(4aR,8aS)-8a-(2,4-difluorophenyl)-6-(5-fluoropyridin-2-yl)-4,4a,8,8a-tetrahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

Base Information

Chemical Name:N-[(4aR,8aS)-8a-(2,4-difluorophenyl)-6-(5-fluoropyridin-2-yl)-4,4a,8,8a-tetrahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide
CAS No.:1621585-59-8
Molecular Formula:C₂₅H₁₈F₃N₃O₂S
Molecular Weight:481.498
Hs Code.:

Synonyms:N-[(4aR,8aS)-8a-(2,4-difluorophenyl)-6-(5-fluoropyridin-2-yl)-4,4a,8,8a-tetrahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

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Chemical Property of N-[(4aR,8aS)-8a-(2,4-difluorophenyl)-6-(5-fluoropyridin-2-yl)-4,4a,8,8a-tetrahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

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Technology Process of N-[(4aR,8aS)-8a-(2,4-difluorophenyl)-6-(5-fluoropyridin-2-yl)-4,4a,8,8a-tetrahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

There total 11 articles about N-[(4aR,8aS)-8a-(2,4-difluorophenyl)-6-(5-fluoropyridin-2-yl)-4,4a,8,8a-tetrahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide 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: 76.0%

: N-[(4aR,8aS)-8a-(2,4-difluorophenyl)-6-(5-fluoropyridin-2-yl)-6-hydroxy-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

: 1621585-59-8
N-[(4aR,8aS)-8a-(2,4-difluorophenyl)-6-(5-fluoropyridin-2-yl)-4,4a,8,8a-tetrahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

Guidance literature:: With trifluoroacetic acid; In 1,2-dichloro-ethane; at 38 - 42 ℃; for 23.5h;

Reference yield:

: N-{[(3S,4R,6R)-6-[(benzyloxy)methyl]-3-(2,4-difluorophenyl)-4-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]carbamothioyl}benzamide

: 1621585-59-8
N-[(4aR,8aS)-8a-(2,4-difluorophenyl)-6-(5-fluoropyridin-2-yl)-4,4a,8,8a-tetrahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 3 h / -60 - -5 °C

2.1: boron trichloride / dichloromethane; n-heptane / 4.25 h / 0 - 20 °C

3.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / acetonitrile; isopropyl alcohol / 3.5 h / 20 °C

4.1: acetic acid / tetrahydrofuran / 18 h / 20 °C

5.1: trifluoroacetic acid; pyridinium chlorochromate / acetonitrile / 3.5 h / 20 °C

6.1: n-butyllithium / toluene / 0.92 h / -78 °C

6.2: 1.5 h / -78 °C

7.1: trifluoroacetic acid / 1,2-dichloro-ethane / 23.5 h / 38 - 42 °C

With pyridine; n-butyllithium; tetrapropylammonium perruthennate; trifluoromethylsulfonic anhydride; boron trichloride; acetic acid; 4-methylmorpholine N-oxide; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; n-heptane; dichloromethane; 1,2-dichloro-ethane; isopropyl alcohol; toluene; acetonitrile;

Reference yield:

: 1220328-95-9
2-{[(2R)-1-(benzyloxy)pent-4-en-2-yl]oxy}-N-hydroxyethanimine

: 1621585-59-8
N-[(4aR,8aS)-8a-(2,4-difluorophenyl)-6-(5-fluoropyridin-2-yl)-4,4a,8,8a-tetrahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium hypochlorite / water; dichloromethane / 1.5 h / 0 - 15 °C

2.1: boron trifluoride diethyl etherate / toluene; di-isopropyl ether / 0.5 h / -76 °C

2.2: 1.5 h / -76 - -71 °C

3.1: zinc; acetic acid / 16 h / 20 - 40 °C

4.1: dichloromethane / 18 h / 20 °C

5.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 3 h / -60 - -5 °C

6.1: boron trichloride / dichloromethane; n-heptane / 4.25 h / 0 - 20 °C

7.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / acetonitrile; isopropyl alcohol / 3.5 h / 20 °C

8.1: acetic acid / tetrahydrofuran / 18 h / 20 °C

9.1: trifluoroacetic acid; pyridinium chlorochromate / acetonitrile / 3.5 h / 20 °C

10.1: n-butyllithium / toluene / 0.92 h / -78 °C

10.2: 1.5 h / -78 °C

11.1: trifluoroacetic acid / 1,2-dichloro-ethane / 23.5 h / 38 - 42 °C

With pyridine; sodium hypochlorite; n-butyllithium; tetrapropylammonium perruthennate; trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; boron trichloride; acetic acid; 4-methylmorpholine N-oxide; pyridinium chlorochromate; trifluoroacetic acid; zinc; In tetrahydrofuran; n-heptane; dichloromethane; di-isopropyl ether; water; 1,2-dichloro-ethane; isopropyl alcohol; toluene; acetonitrile;