N-(2,2-diethoxy-ethyl)-4-methyl-N-[3-(4-nitro-benzenesulfonyl)-allyl]-benzenesulfonamide

Base Information

• Chemical Name: N-(2,2-diethoxy-ethyl)-4-methyl-N-[3-(4-nitro-benzenesulfonyl)-allyl]-benzenesulfonamide
• CAS No.: 810690-75-6
• Molecular Formula: C₂₂H₂₈N₂O₈S₂
• Molecular Weight: 512.605
• Mol file: 810690-75-6.mol

Synonyms:N-(2,2-diethoxy-ethyl)-4-methyl-N-[3-(4-nitro-benzenesulfonyl)-allyl]-benzenesulfonamide

Chemical Property of N-(2,2-diethoxy-ethyl)-4-methyl-N-[3-(4-nitro-benzenesulfonyl)-allyl]-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2,2-diethoxy-ethyl)-4-methyl-N-[3-(4-nitro-benzenesulfonyl)-allyl]-benzenesulfonamide

There total 1 articles about N-(2,2-diethoxy-ethyl)-4-methyl-N-[3-(4-nitro-benzenesulfonyl)-allyl]-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: 65.0%

(4-nitro-benzenesulfonylmethyl)-phosphonic acid dimethyl ester + N-(2,2-diethoxy-ethyl)-4-methyl-N-(2-oxo-ethyl)-benzenesulfonamide → N-(2,2-diethoxy-ethyl)-4-methyl-N-[3-(4-nitro-benzenesulfonyl)-allyl]-benzenesulfonamide (810690-75-6)

Guidance literature:

(4-nitro-benzenesulfonylmethyl)-phosphonic acid dimethyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

N-(2,2-diethoxy-ethyl)-4-methyl-N-(2-oxo-ethyl)-benzenesulfonamide; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 0.75h;

DOI:10.1055/s-2004-831191

Reference yield: 80.0%

N-(2,2-diethoxy-ethyl)-4-methyl-N-[3-(4-nitro-benzenesulfonyl)-allyl]-benzenesulfonamide (810690-75-6) → 4-methyl-N-[3-(4-nitro-benzenesulfonyl)-allyl]-N-(2-oxo-ethyl)-benzenesulfonamide (810690-63-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 24h;

DOI:10.1055/s-2004-831191

Reference yield:

N-(2,2-diethoxy-ethyl)-4-methyl-N-[3-(4-nitro-benzenesulfonyl)-allyl]-benzenesulfonamide (810690-75-6) → 3-(4-nitro-benzenesulfonylmethyl)-(1-toluene-4-sulfonyl)-1,2,3,6-tetrahydro-pyridine-4-carbothioic acid S-ethyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / aq. TFA / CH₂Cl₂ / 24 h / 25 °C

2: 81 percent / tetrahydrofuran / 66 °C

3: 76 percent / PBu₃ / 2-methyl-butan-2-ol / 130 °C

With tributylphosphine; trifluoroacetic acid; In tetrahydrofuran; tert-Amyl alcohol; dichloromethane; 3: cross-Michael cycloisomerization;

DOI:10.1055/s-2004-831191

Downstream raw materials:

4-methyl-N-[3-(4-nitro-benzenesulfonyl)-allyl]-N-(2-oxo-ethyl)-benzenesulfonamide

4-{[3-(4-nitro-benzenesulfonyl)-allyl]-(toluene-4-sulfonyl)-amino}-but-2-enethioic acid S-ethyl ester