(1R,4S,8S)-3-aza-4-isopropyl-8-phenyl-3-(2,4,6-trimethylphenylsulfonyl)bicyclo[4.2.0]oct-5-ene

Base Information

• Chemical Name: (1R,4S,8S)-3-aza-4-isopropyl-8-phenyl-3-(2,4,6-trimethylphenylsulfonyl)bicyclo[4.2.0]oct-5-ene
• CAS No.: 867297-19-6
• Molecular Formula: C₂₅H₃₁NO₂S
• Molecular Weight: 409.593
• Mol file: 867297-19-6.mol

Synonyms:(1R,4S,8S)-3-aza-4-isopropyl-8-phenyl-3-(2,4,6-trimethylphenylsulfonyl)bicyclo[4.2.0]oct-5-ene

Chemical Property of (1R,4S,8S)-3-aza-4-isopropyl-8-phenyl-3-(2,4,6-trimethylphenylsulfonyl)bicyclo[4.2.0]oct-5-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4S,8S)-3-aza-4-isopropyl-8-phenyl-3-(2,4,6-trimethylphenylsulfonyl)bicyclo[4.2.0]oct-5-ene

There total 4 articles about (1R,4S,8S)-3-aza-4-isopropyl-8-phenyl-3-(2,4,6-trimethylphenylsulfonyl)bicyclo[4.2.0]oct-5-ene 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: 96.0%

N-[(1S)-1-isopropylbuta-2,3-dienyl]-2,4,6-trimethyl-N-[(E)-3-phenyl-2-propenyl]phenylsulfonamide (597540-82-4) → (1R,4S,8S)-3-aza-4-isopropyl-8-phenyl-3-(2,4,6-trimethylphenylsulfonyl)bicyclo[4.2.0]oct-5-ene (867297-19-6)

Guidance literature:

In N,N-dimethyl-formamide; at 150 ℃; for 3h;

DOI:10.1002/anie.200501413 DOI:10.1021/jo0700528

Reference yield: 43.0%

N-[(1S)-1-isopropylbuta-2,3-dienyl]-2,4,6-trimethyl-N-[(E)-3-phenyl-2-propenyl]phenylsulfonamide (597540-82-4) + 5-bromopyrimidine (4595-59-9) → (1R,4S,8S)-3-aza-4-isopropyl-8-phenyl-3-(2,4,6-trimethylphenylsulfonyl)bicyclo[4.2.0]oct-5-ene (867297-19-6) + (3S,4S,7S,8S)-5,10,12-triaza-4-isopropyl-2-methylene-8-phenyl-5-(2,4,6-trimethylphenylsulfonyl)tricyclo[7.4.0.03,7]trideca-1(9),10,12-triene

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 48h; Heating;

DOI:10.1021/jo0700528

Reference yield:

Cinnamyl bromide (4392-24-9) → (1R,4S,8S)-3-aza-4-isopropyl-8-phenyl-3-(2,4,6-trimethylphenylsulfonyl)bicyclo[4.2.0]oct-5-ene (867297-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide

2: 96 percent / dimethylformamide / 3 h / 150 °C

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jo0700528

upstream raw materials:

N-[(1S)-1-isopropylbuta-2,3-dienyl]-2,4,6-trimethyl-N-[(E)-3-phenyl-2-propenyl]phenylsulfonamide

5-bromopyrimidine

Cinnamyl bromide

(4S)-5-methyl-4-[N-(2,4,6-trimethylbenzenesulfonyl)amino]-1,2-hexadiene