N-[(4aR,7aR)-7a-(isothiazol-5-yl)-4a,5,6,7-tetrahydro-4H-pyrrolo-[3,4-d][1,3]thiazin-2-yl]benzamide

Base Information

Chemical Name:N-[(4aR,7aR)-7a-(isothiazol-5-yl)-4a,5,6,7-tetrahydro-4H-pyrrolo-[3,4-d][1,3]thiazin-2-yl]benzamide
CAS No.:1463485-11-1
Molecular Formula:C₁₆H₁₆N₄OS₂
Molecular Weight:344.461
Hs Code.:

Synonyms:N-[(4aR,7aR)-7a-(isothiazol-5-yl)-4a,5,6,7-tetrahydro-4H-pyrrolo-[3,4-d][1,3]thiazin-2-yl]benzamide

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Chemical Property of N-[(4aR,7aR)-7a-(isothiazol-5-yl)-4a,5,6,7-tetrahydro-4H-pyrrolo-[3,4-d][1,3]thiazin-2-yl]benzamide

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Technology Process of N-[(4aR,7aR)-7a-(isothiazol-5-yl)-4a,5,6,7-tetrahydro-4H-pyrrolo-[3,4-d][1,3]thiazin-2-yl]benzamide

There total 15 articles about N-[(4aR,7aR)-7a-(isothiazol-5-yl)-4a,5,6,7-tetrahydro-4H-pyrrolo-[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:

: tert-butyl (±)-2-benzamido-7a-(isothiazol-5-yl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

: 1463485-11-1
N-[(4aR,7aR)-7a-(isothiazol-5-yl)-4a,5,6,7-tetrahydro-4H-pyrrolo-[3,4-d][1,3]thiazin-2-yl]benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: chiral SFC (Column: Chiralpak IC 50×150 / Resolution of racemate

2: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

With trifluoroacetic acid; In dichloromethane;

Reference yield:

: 1463484-92-5
tert-butyl 6a-isothiazol-5-yl-1-[(4-methoxyphenyl)methyl]-3,3a,4,6-tetrahydropyrrolo[3,4-c]isoxazole-5-carboxylate

: 1463485-11-1
N-[(4aR,7aR)-7a-(isothiazol-5-yl)-4a,5,6,7-tetrahydro-4H-pyrrolo-[3,4-d][1,3]thiazin-2-yl]benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: acetyl chloride; isopropyl alcohol / 1 h / 45 °C

1.2: 1 h / 70 °C

1.3: 1 h / 10 - 25 °C

2.1: zinc; acetic acid / 8 h / 40 °C

3.1: isopropyl alcohol / 0.5 h / 70 °C

4.1: hydrogenchloride / water; ethyl acetate / 0.25 h / 20 °C / pH 2

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

5.2: 14 h / 20 - 65 °C

6.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

With hydrogenchloride; acetic acid; acetyl chloride; isopropyl alcohol; trifluoroacetic acid; zinc; In tetrahydrofuran; dichloromethane; water; ethyl acetate; isopropyl alcohol;

Reference yield:

: 1463484-63-0
tert-butyl 6a-isothiazol-5-yl-3,3a,4,6-tetrahydro-1H-pyrrolo[3,4-c]isoxazole-5-carboxylate

: 1463485-11-1
N-[(4aR,7aR)-7a-(isothiazol-5-yl)-4a,5,6,7-tetrahydro-4H-pyrrolo-[3,4-d][1,3]thiazin-2-yl]benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: zinc; acetic acid / 8 h / 40 °C

2.1: isopropyl alcohol / 0.5 h / 70 °C

3.1: hydrogenchloride / water; ethyl acetate / 0.25 h / 20 °C / pH 2

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

4.2: 14 h / 20 - 65 °C

5.1: trifluoroacetic acid / dichloromethane / 18 h / 20 °C

With hydrogenchloride; acetic acid; trifluoroacetic acid; zinc; In tetrahydrofuran; dichloromethane; water; ethyl acetate; isopropyl alcohol;