N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide

Base Information

• Chemical Name: N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide
• CAS No.: 884335-19-7
• Molecular Formula: C₂₄H₃₁N₃O₈S₃
• Molecular Weight: 585.723

Synonyms:N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide

Chemical Property of N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide

There total 5 articles about N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-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:

(4R,5S)-4-((Z)-4-Amino-but-1-enyl)-3-(4-methoxy-benzyl)-2,2-dioxo-2λ6-[1,2,3]oxathiazinan-5-ol + [(4-methoxyphenyl)sulfonyl]carbonochloridimidothioic acid methyl ester (127611-21-6) → N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ6-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide (884335-19-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1021/ja0608545

Reference yield:

Toluene-4-sulfonic acid 4-((4R,5S)-5-hydroxy-2,2-dioxo-2λ6-[1,2,3]oxathiazinan-4-yl)-but-3-ynyl ester (884335-03-9) → N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ6-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide (884335-19-7)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / Pd/CaCO₃/Pb / tetrahydrofuran

2: NaN₃; nBu₄NI / dimethylformamide

3: 85 percent / nBu₄NI; K₂CO₃ / acetonitrile

4: Me₃P; H₂O / tetrahydrofuran

5: iPr₂NEt / acetonitrile

With sodium azide; water; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; trimethylphosphane; Lindlar's catalyst; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja0608545

Reference yield:

(4R,5S)-4-((Z)-4-Azido-but-1-enyl)-2,2-dioxo-2λ6-[1,2,3]oxathiazinan-5-ol (884335-17-5) → N-[1-{(Z)-4-[(4R,5S)-5-Hydroxy-3-(4-methoxy-benzyl)-2,2-dioxo-2λ6-[1,2,3]oxathiazinan-4-yl]-but-3-enylamino}-1-methylsulfanyl-meth-(Z)-ylidene]-4-methoxy-benzenesulfonamide (884335-19-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / nBu₄NI; K₂CO₃ / acetonitrile

2: Me₃P; H₂O / tetrahydrofuran

3: iPr₂NEt / acetonitrile

With water; tetra-(n-butyl)ammonium iodide; potassium carbonate; N-ethyl-N,N-diisopropylamine; trimethylphosphane; In tetrahydrofuran; acetonitrile;

DOI:10.1021/ja0608545

upstream raw materials:

[(4-methoxyphenyl)sulfonyl]carbonochloridimidothioic acid methyl ester

(4R,5S)-4-((Z)-4-Azido-but-1-enyl)-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-5-ol

Toluene-4-sulfonic acid (Z)-4-((4R,5S)-5-hydroxy-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl)-but-3-enyl ester

Toluene-4-sulfonic acid 4-((4R,5S)-5-hydroxy-2,2-dioxo-2λ⁶-[1,2,3]oxathiazinan-4-yl)-but-3-ynyl ester

Downstream raw materials:

Carbamic acid (3R,4S,4aR,5S)-4-({amino-[(E)-4-methoxy-benzenesulfonylimino]-methyl}-amino)-4a,5-dihydroxy-1-[(E)-4-methoxy-benzenesulfonylimino]-octahydro-pyrrolo[1,2-c]pyrimidin-3-ylmethyl ester

C₂₄H₃₀N₈O₉S₄

Carbamic acid (Z)-(4R,5R)-5-({amino-[(E)-4-methoxy-benzenesulfonylimino]-methyl}-amino)-2-[(Z)-4-methoxy-benzenesulfonylimino]-2,3,4,5,8,9-hexahydro-1H-[1,3]diazonin-4-ylmethyl ester

C₂₄H₃₂N₈O₇S₃

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