(4aS,5R,7aS)-7a-(2-Fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

Base Information

Chemical Name:(4aS,5R,7aS)-7a-(2-Fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine
CAS No.:1384462-08-1
Molecular Formula:C₁₃H₁₅FN₂OS
Molecular Weight:266.339
Hs Code.:

Synonyms:(4aS,5R,7aS)-7a-(2-Fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

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Chemical Property of (4aS,5R,7aS)-7a-(2-Fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

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Technology Process of (4aS,5R,7aS)-7a-(2-Fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

There total 13 articles about (4aS,5R,7aS)-7a-(2-Fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[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: 85.0%

: N-((4aS,5R,7aS)-7a-(2-fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-yl)benzamide

: 1384462-08-1
(4aS,5R,7aS)-7a-(2-Fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

Guidance literature:: With potassium carbonate; In methanol; at 60 - 65 ℃; for 6h;

Reference yield: 84.1%

: N-((3S,4R,5R)-3-(2-fluorophenyl)-4-(hydroxymethyl)-5-methyltetrahydrofuran-3-ylcarbamothioyl)benzamide

: 1384462-08-1
(4aS,5R,7aS)-7a-(2-Fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

Guidance literature:: N-((3S,4R,5R)-3-(2-fluorophenyl)-4-(hydroxymethyl)-5-methyltetrahydrofuran-3-ylcarbamothioyl)benzamide; With pyridine; trifluoromethylsulfonic anhydride; In toluene; at -20 - 0 ℃; for 1.5h; Large scale;

In isopropyl alcohol; at 80 ℃; for 6h; Large scale;
DOI:10.1021/acs.oprd.1c00223

Reference yield:

: ((2R,3R,4S)-4-amino-4-(2-fluorophenyl)-2-methyltetrahydrofuran-3-yl)methanol (2S,3S)-2,3-bis-(benzoyloxy)succinate

: 1384462-08-1
(4aS,5R,7aS)-7a-(2-Fluorophenyl)-5-methyl-4a,5,7,7a-tetrahydro-4H-furo[3,4-d][1,3]thiazin-2-amine

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; ethyl acetate / 2 h / 0 - 10 °C / Large scale

2.1: pyridine; trifluoromethylsulfonic anhydride / toluene / 1.5 h / -20 - 0 °C / Large scale

2.2: 6 h / 80 °C / Large scale

With pyridine; trifluoromethylsulfonic anhydride; sodium hydroxide; In water; ethyl acetate; toluene;
DOI:10.1021/acs.oprd.1c00223