N-[(R)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-but-3-enyl]-2,4,6-trimethyl-benzenesulfonamide

Base Information

• Chemical Name: N-[(R)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-but-3-enyl]-2,4,6-trimethyl-benzenesulfonamide
• CAS No.: 137718-67-3
• Molecular Formula: C₂₄H₃₄N₂O₅S₂
• Molecular Weight: 494.676

Synonyms:N-[(R)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-but-3-enyl]-2,4,6-trimethyl-benzenesulfonamide

Chemical Property of N-[(R)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-but-3-enyl]-2,4,6-trimethyl-benzenesulfonamide

Chemical Property:

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Technology Process of N-[(R)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-but-3-enyl]-2,4,6-trimethyl-benzenesulfonamide

There total 3 articles about N-[(R)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-but-3-enyl]-2,4,6-trimethyl-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:

(2R)-N-{N-[bis(methylthio)methylidene]glycyl}bornane-10,2-sultam (127556-03-0,137819-66-0) → N-[(R)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-but-3-enyl]-2,4,6-trimethyl-benzenesulfonamide (137718-67-3)

Guidance literature:

Multi-step reaction with 3 steps

1: LiOH, Bu₄NHSO₄ / CH₂Cl₂; H₂O / 0.1 h / -7 °C / Irradiation

2: 0.5N HCl / tetrahydrofuran; H₂O / 4 h / Ambient temperature

3: pyridine / CH₂Cl₂ / 24 h / Heating

With pyridine; hydrogenchloride; lithium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ja00025a035

Reference yield:

C18H28N2O3S3 (127556-06-3,137819-68-2) → N-[(R)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-but-3-enyl]-2,4,6-trimethyl-benzenesulfonamide (137718-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.5N HCl / tetrahydrofuran; H₂O / 4 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 24 h / Heating

With pyridine; hydrogenchloride; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ja00025a035

Reference yield:

2-mesitylenesulphonyl chloride (773-64-8) + N-(allylglycinoyl)-(1R,2S)-bornane-10,2-sultam (137819-69-3) → N-[(R)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-but-3-enyl]-2,4,6-trimethyl-benzenesulfonamide (137718-67-3)

Guidance literature:

With pyridine; In dichloromethane; for 24h; Yield given; Heating;

DOI:10.1021/ja00025a035

upstream raw materials:

2-mesitylenesulphonyl chloride

N-(allylglycinoyl)-(1R,2S)-bornane-10,2-sultam

(2R)-N-{N-[bis(methylthio)methylidene]glycyl}bornane-10,2-sultam

C₁₈H₂₈N₂O₃S₃

Downstream raw materials:

(3R,4aR,7aR)-3-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-7-methyl-2-(2,4,6-trimethyl-benzenesulfonyl)-octahydro-[2]pyrindin-6-one

(3R,4aR,7aR)-3-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-7-methylene-2-(2,4,6-trimethyl-benzenesulfonyl)-octahydro-[2]pyrindin-6-one

Carbonic acid (Z)-4-[[(R)-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-but-3-enyl]-(2,4,6-trimethyl-benzenesulfonyl)-amino]-but-2-enyl ester methyl ester

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