(4aR,6R,8aS)-2-(benzoylamino)-8a-(5-bromo-2-fluorophenyl)-N-(1-oxopropan-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazine-6-carboxamide

Base Information

Chemical Name:(4aR,6R,8aS)-2-(benzoylamino)-8a-(5-bromo-2-fluorophenyl)-N-(1-oxopropan-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazine-6-carboxamide
CAS No.:1613393-99-9
Molecular Formula:C₂₄H₂₃BrFN₃O₄S
Molecular Weight:548.433
Hs Code.:

Synonyms:(4aR,6R,8aS)-2-(benzoylamino)-8a-(5-bromo-2-fluorophenyl)-N-(1-oxopropan-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazine-6-carboxamide

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Chemical Property of (4aR,6R,8aS)-2-(benzoylamino)-8a-(5-bromo-2-fluorophenyl)-N-(1-oxopropan-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazine-6-carboxamide

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Technology Process of (4aR,6R,8aS)-2-(benzoylamino)-8a-(5-bromo-2-fluorophenyl)-N-(1-oxopropan-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazine-6-carboxamide

There total 11 articles about (4aR,6R,8aS)-2-(benzoylamino)-8a-(5-bromo-2-fluorophenyl)-N-(1-oxopropan-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazine-6-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: 84.0%

: 1613393-98-8
(4aR,6R,8aS)-2-(benzoylamino)-8a-(5-bromo-2-fluorophenyl)-N-(1-hydroxypropan-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazine-6-carboxamide

: 1613393-99-9
(4aR,6R,8aS)-2-(benzoylamino)-8a-(5-bromo-2-fluorophenyl)-N-(1-oxopropan-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazine-6-carboxamide

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃;

Reference yield:

: 1220328-94-8
({[(2R)-2-(2,2-diethoxyethoxy)pent-4-en-1-yl]oxy}methyl)benzene

: 1613393-99-9
(4aR,6R,8aS)-2-(benzoylamino)-8a-(5-bromo-2-fluorophenyl)-N-(1-oxopropan-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazine-6-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: formic acid; water / 2.5 h / 20 °C

1.2: 18 h / 20 °C

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

3.1: boron trifluoride diethyl etherate / toluene / 0.5 h / -78 °C

3.2: 1.5 h / -78 °C

4.1: molybdenum hexacarbonyl; water / acetonitrile / 0.5 h / Reflux

4.2: 3 h / Reflux

5.1: dichloromethane / 48 h / 20 °C

6.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 2 h / -50 - 0 °C

7.1: boron trichloride / dichloromethane / 16 h / 0 - 20 °C

8.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / acetonitrile / 16 h / 20 °C

9.1: N-ethyl-N,N-diisopropylamine; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 1.5 h / 20 °C

9.2: 16 h / 20 °C

10.1: Dess-Martin periodane / dichloromethane / 20 °C

With pyridine; sodium hypochlorite; formic acid; tetrapropylammonium perruthennate; trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; water; boron trichloride; Dess-Martin periodane; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; molybdenum hexacarbonyl; In dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 58931-16-1,88981-35-5,110339-28-1
(R)-1-benzyloxypent-4-en-2-ol

: 1613393-99-9
(4aR,6R,8aS)-2-(benzoylamino)-8a-(5-bromo-2-fluorophenyl)-N-(1-oxopropan-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazine-6-carboxamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 30 °C

1.2: 19 h / 20 - 70 °C

2.1: formic acid; water / 2.5 h / 20 °C

2.2: 18 h / 20 °C

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

4.1: boron trifluoride diethyl etherate / toluene / 0.5 h / -78 °C

4.2: 1.5 h / -78 °C

5.1: molybdenum hexacarbonyl; water / acetonitrile / 0.5 h / Reflux

5.2: 3 h / Reflux

6.1: dichloromethane / 48 h / 20 °C

7.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 2 h / -50 - 0 °C

8.1: boron trichloride / dichloromethane / 16 h / 0 - 20 °C

9.1: 4-methylmorpholine N-oxide; tetrapropylammonium perruthennate / acetonitrile / 16 h / 20 °C

10.1: N-ethyl-N,N-diisopropylamine; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 1.5 h / 20 °C

10.2: 16 h / 20 °C

11.1: Dess-Martin periodane / dichloromethane / 20 °C

With pyridine; sodium hypochlorite; formic acid; tetrapropylammonium perruthennate; trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; water; boron trichloride; sodium hydride; Dess-Martin periodane; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; molybdenum hexacarbonyl; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;