N-[(3R,6S)-3,6-Dimethyl-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-1λ⁴-[1,2]thiazin-(1E)-ylidene]-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-[(3R,6S)-3,6-Dimethyl-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-1λ⁴-[1,2]thiazin-(1E)-ylidene]-4-methyl-benzenesulfonamide
• CAS No.: 93133-34-7
• Molecular Formula: C₂₀H₂₄N₂O₄S₃
• Molecular Weight: 452.62

Synonyms:N-[(3R,6S)-3,6-Dimethyl-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-1λ⁴-[1,2]thiazin-(1E)-ylidene]-4-methyl-benzenesulfonamide

Chemical Property of N-[(3R,6S)-3,6-Dimethyl-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-1λ⁴-[1,2]thiazin-(1E)-ylidene]-4-methyl-benzenesulfonamide

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Technology Process of N-[(3R,6S)-3,6-Dimethyl-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-1λ⁴-[1,2]thiazin-(1E)-ylidene]-4-methyl-benzenesulfonamide

There total 2 articles about N-[(3R,6S)-3,6-Dimethyl-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-1λ⁴-[1,2]thiazin-(1E)-ylidene]-4-methyl-benzenesulfonamide 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: 48.0%

(2E,4E)-hexa-2,4-diene (5194-51-4) + bis(p-toluenesulfonyl) sulfur diimide (851-06-9) → 3,6-dimethyl-2-(toluene-4-sulfonyl)-1-(toluene-4-sulfonylimino)-1,2,3,6-tetrahydro-1λ4-[1,2]thiazine (93133-33-6) + N-[(3R,6S)-3,6-Dimethyl-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-1λ4-[1,2]thiazin-(1E)-ylidene]-4-methyl-benzenesulfonamide (93133-34-7)

Guidance literature:

In benzene; for 15h; Ambient temperature;

DOI:10.1021/ja00337a037

Reference yield:

N-sulfinyl-p-toluenesulfonamide (4104-47-6) → N-[(3R,6S)-3,6-Dimethyl-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-1λ4-[1,2]thiazin-(1E)-ylidene]-4-methyl-benzenesulfonamide (93133-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / benzene / 1 h / Ambient temperature

2: 43 percent / benzene / 15 h / Ambient temperature

With pyridine; In benzene;

DOI:10.1021/ja00337a037

Reference yield:

N-[(3R,6S)-3,6-Dimethyl-2-(toluene-4-sulfonyl)-3,6-dihydro-2H-1λ4-[1,2]thiazin-(1E)-ylidene]-4-methyl-benzenesulfonamide (93133-34-7) → (+/-)--4,5-bis<<(4-methylphenyl)sulfonyl>amino>-2-hexene (93084-46-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether; tetrahydrofuran / 1.5 h / -60 °C

2: P(OMe)3 / methanol / 0.5 h / Heating

With phosphorous acid trimethyl ester; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1021/ja00337a037

upstream raw materials:

(2E,4E)-hexa-2,4-diene

bis(p-toluenesulfonyl) sulfur diimide

N-sulfinyl-p-toluenesulfonamide

Downstream raw materials:

C₂₆H₃₀N₂O₄S₃

(+/-)--4,5-bis<<(4-methylphenyl)sulfonyl>amino>-2-hexene

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