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

Base Information

Chemical Name:(4aR,8aS)-8a-(2,4-difluorophenyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-amine
CAS No.:1425947-20-1
Molecular Formula:C₁₃H₁₄F₂N₂OS
Molecular Weight:284.33
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 10 articles about (4aR,8aS)-8a-(2,4-difluorophenyl)-4,4a,5,6,8,8a-hexahydropyrano[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: 37.0%

: 1425947-55-2
9H-fluoren-9-ylmethyl [(3S,4R)-3-(2,4-difluorophenyl)-4-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]carbamothioylcarbamate

: 1425947-20-1
(4aR,8aS)-8a-(2,4-difluorophenyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-amine

Guidance literature:: 9H-fluoren-9-ylmethyl [(3S,4R)-3-(2,4-difluorophenyl)-4-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]carbamothioylcarbamate; With hydrogenchloride; water; In methanol; at 70 ℃; for 2h;

With piperidine; In acetonitrile; at 20 ℃; for 18h;

Reference yield: 37.0%

: C₂₈H₂₄F₂N₂O₃S

: 1425947-20-1
(4aR,8aS)-8a-(2,4-difluorophenyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-amine

Guidance literature:: With piperidine; In acetonitrile; at 20 ℃; for 18h; Inert atmosphere;
DOI:10.1021/jm501833t

Reference yield:

: 1425947-53-0
(3aR,7aS)-7a-(2,4-difluorophenyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole

: 1425947-20-1
(4aR,8aS)-8a-(2,4-difluorophenyl)-4,4a,5,6,8,8a-hexahydropyrano[3,4-d][1,3]thiazin-2-amine

Guidance literature:: Multi-step reaction with 3 steps

1.1: acetic acid; zinc / ethyl acetate / 18 h

2.1: dichloromethane / 4 h / 20 °C

3.1: hydrogenchloride; water / methanol / 2 h / 70 °C

3.2: 18 h / 20 °C

With hydrogenchloride; water; acetic acid; zinc; In methanol; dichloromethane; ethyl acetate;