(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-amine

Base Information

Chemical Name:(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-amine
CAS No.:1616504-74-5
Molecular Formula:C₁₉H₂₄F₂N₂O₂S
Molecular Weight:382.475
Hs Code.:

Synonyms:(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-amine

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Chemical Property of (4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-amine

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Technology Process of (4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-amine

There total 12 articles about (4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][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: 72.0%

: 1616505-53-3
N-[(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4, 4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-yl]benzamide

: 1616504-74-5
(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-amine

Guidance literature:: With methylamine; In ethanol; at 20 ℃;

Reference yield:

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

: 1616504-74-5
(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-amine

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hypochlorite / water; dichloromethane / 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: acetic acid; zinc / 16 h / 20 - 40 °C

4.1: dichloromethane / 18 h / 20 °C

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

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

7.1: triethylamine; dimethyl sulfoxide; sulfur trioxide pyridine complex / dichloromethane / 6.5 h / 20 °C

8.1: tert.-butyl lithium / diethyl ether / 0.58 h / -78 °C

8.2: 1.42 h / -78 - 0 °C

9.1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 0 - 20 °C

10.1: methylamine / ethanol / 20 °C

With pyridine; sodium hypochlorite; trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; tert.-butyl lithium; sulfur trioxide pyridine complex; boron trichloride; acetic acid; dimethyl sulfoxide; triethylamine; methylamine; zinc; In diethyl ether; ethanol; n-heptane; dichloromethane; di-isopropyl ether; water; toluene;

Reference yield:

: 1616505-52-2
N-[(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(1-hydroxy-4-methylpent-4-en-1-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-yl]benzamide

: 1616504-74-5
(4aR,6R,8aS)-8a-(2,4-difluorophenyl)-6-(5,5-dimethyltetrahydrofuran-2-yl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-c][1,3]thiazin-2-amine

Guidance literature:: Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 5 h / 0 - 20 °C

2: methylamine / ethanol / 20 °C

With boron trifluoride diethyl etherate; methylamine; In ethanol; dichloromethane;