N-[(4aR,6R,8aS)-8a-(5-bromo-2,4-difluorophenyl)-6-(hydroxymethyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

Base Information

Chemical Name:N-[(4aR,6R,8aS)-8a-(5-bromo-2,4-difluorophenyl)-6-(hydroxymethyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide
CAS No.:1613393-67-1
Molecular Formula:C₂₁H₁₉BrF₂N₂O₃S
Molecular Weight:497.36
Hs Code.:

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

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

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

There total 8 articles about N-[(4aR,6R,8aS)-8a-(5-bromo-2,4-difluorophenyl)-6-(hydroxymethyl)-4,4a,5,6,8,8a-hexahydropyrano[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: 65.0%

: 1613393-61-5
N-((4aR,6R,8aS)-6-((benzyloxy)methyl)-8a-(5-bromo-2,4-difluorophenyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-yl)benzamide

: 1613393-67-1
N-[(4aR,6R,8aS)-8a-(5-bromo-2,4-difluorophenyl)-6-(hydroxymethyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

Guidance literature:: With sodium bromate; sodium dithionite; water; In ethyl acetate; for 2h;

Reference yield:

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

: 1613393-67-1
N-[(4aR,6R,8aS)-8a-(5-bromo-2,4-difluorophenyl)-6-(hydroxymethyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

Guidance literature:: Multi-step reaction with 8 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; isopropyl alcohol / 0.5 h / -74 °C / Inert atmosphere

4.2: 1.5 h / -78 - 5 °C

5.1: samarium iodide / tetrahydrofuran / 1.5 h / 0 - 20 °C

6.1: dichloromethane / 18 h / 20 °C

7.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 3.5 h / -50 - 0 °C

8.1: sodium bromate; water; sodium dithionite / ethyl acetate / 2 h

With pyridine; sodium hypochlorite; sodium bromate; formic acid; sodium dithionite; trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; water; sodium hydride; In tetrahydrofuran; dichloromethane; water; ethyl acetate; isopropyl alcohol; toluene; mineral oil;

Reference yield:

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

: 1613393-67-1
N-[(4aR,6R,8aS)-8a-(5-bromo-2,4-difluorophenyl)-6-(hydroxymethyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-yl]benzamide

Guidance literature:: Multi-step reaction with 7 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; isopropyl alcohol / 0.5 h / -74 °C / Inert atmosphere

3.2: 1.5 h / -78 - 5 °C

4.1: samarium iodide / tetrahydrofuran / 1.5 h / 0 - 20 °C

5.1: dichloromethane / 18 h / 20 °C

6.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 3.5 h / -50 - 0 °C

7.1: sodium bromate; water; sodium dithionite / ethyl acetate / 2 h

With pyridine; sodium hypochlorite; sodium bromate; formic acid; sodium dithionite; trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; water; In tetrahydrofuran; dichloromethane; water; ethyl acetate; isopropyl alcohol; toluene;