benzyl (4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

Base Information

Chemical Name:benzyl (4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate
CAS No.:1463486-24-9
Molecular Formula:C₂₅H₂₃N₃O₃S₂
Molecular Weight:477.608
Hs Code.:

Synonyms:benzyl (4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

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Chemical Property of benzyl (4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

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Technology Process of benzyl (4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

There total 9 articles about benzyl (4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-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: 42.0%

: benzyl rel-(4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

: 1463486-24-9
benzyl (4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

: benzyl (4aS,7aS)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

Guidance literature:: With SFC (Column: Chiralpak IC; In methanol; Resolution of racemate;

Reference yield:

: 1463484-39-0
benzyl 3,3a,4,6-tetrahydropyrrolo[3,4-c]isoxazole-5-carboxylate

: 1463486-24-9
benzyl (4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

: benzyl (4aS,7aS)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.17 h / Inert atmosphere

1.2: 1 h / -78 °C

2.1: zinc; acetic acid / 2 h / 20 °C / Inert atmosphere

3.1: tetrahydrofuran / 2 h / 0 °C

4.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0 - 20 °C

5.1: SFC (Column: Chiralpak IC / methanol / Resolution of racemate

With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; boron trifluoride diethyl etherate; acetic acid; zinc; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: benzyl N-allyl-N-[(2E)-2-hydroxyiminoethyl]carbamate

: 1463486-24-9
benzyl (4aR,7aR)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

: benzyl (4aS,7aS)-2-benzamido-7a-(2-thienyl)-4,4a,5,7-tetrahydropyrrolo[3,4-d][1,3]thiazine-6-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hypochlorite / dichloromethane / 20 °C

2.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.17 h / Inert atmosphere

2.2: 1 h / -78 °C

3.1: zinc; acetic acid / 2 h / 20 °C / Inert atmosphere

4.1: tetrahydrofuran / 2 h / 0 °C

5.1: 1-chloro-1-(dimethylamino)-2-methyl-1-propene / dichloromethane / 0 - 20 °C

6.1: SFC (Column: Chiralpak IC / methanol / Resolution of racemate

With sodium hypochlorite; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; boron trifluoride diethyl etherate; acetic acid; zinc; In tetrahydrofuran; methanol; dichloromethane;