(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate

Base Information

Chemical Name:(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate
CAS No.:1426072-88-9
Molecular Formula:C₂₀H₂₆FN₃O₂S
Molecular Weight:391.51
Hs Code.:

Synonyms:(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate

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Chemical Property of (3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate

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Technology Process of (3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate

There total 19 articles about (3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate 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:

: 1426073-12-2
(3S)-tert-butyl 3-(acetylthiomethyl)-4-(2-chloro-2-(3-cyano-4-fluoro-2-methylphenyl)ethyl)piperazine-1-carboxylate

: 1426072-88-9
(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate

: 1426072-87-8
(3S,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate

Guidance literature:: With sodium methylate; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

Reference yield:

: 1255207-46-5
6-fluoro-2-methyl-3-(oxiran-2-yl)benzonitrile

: 1426072-88-9
(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate

: 1426072-87-8
(3S,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: ethanol / 0.5 h / 150 °C / Microwave irradiation

2.1: triethylamine; methanesulfonyl chloride; dmap / tetrahydrofuran / 2 h

2.2: 2 h / 20 - 45 °C / Inert atmosphere

3.1: thionyl chloride; pyridine / toluene / 0 - 70 °C

4.1: sodium methylate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With pyridine; dmap; thionyl chloride; sodium methylate; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; ethanol; toluene;

Reference yield:

: 1426071-25-1
tert-butyl (3S)-4-[2-(3-cyano-4-fluoro-2-methylphenyl)-2-hydroxyethyl]-3-(hydroxymethyl)piperazine-1-carboxylate

: 1426072-88-9
(3R,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate

: 1426072-87-8
(3S,9aS)-tert-butyl 3-(3-cyano-4-fluoro-2-methylphenyl)hexahydropyrazino[2,1-c][1,4]thiazine-8(1H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; methanesulfonyl chloride; dmap / tetrahydrofuran / 2 h

1.2: 2 h / 20 - 45 °C / Inert atmosphere

2.1: thionyl chloride; pyridine / toluene / 0 - 70 °C

3.1: sodium methylate / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

With pyridine; dmap; thionyl chloride; sodium methylate; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; toluene;