methyl 2-{[2-(2-naphthyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate

Base Information

• Chemical Name: methyl 2-{[2-(2-naphthyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate
• CAS No.: 405941-23-3
• Molecular Formula: C₂₅H₂₅NO₄S
• Molecular Weight: 435.544
• Mol file: 405941-23-3.mol

Synonyms:methyl 2-{[2-(2-naphthyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate

Chemical Property of methyl 2-{[2-(2-naphthyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-{[2-(2-naphthyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate

There total 3 articles about methyl 2-{[2-(2-naphthyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate 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: 70.0%

1,2-propanediene (463-49-0) + 1-Iodonaphthalene (90-14-2) + N-benzensulfonyl C-allyl glycine methyl ester (405941-15-3) → methyl 2-{[2-(2-naphthyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate (405941-23-3)

Guidance literature:

With tetraethylammonium chloride; potassium carbonate; triphenylphosphine; palladium diacetate; In toluene; at 80 ℃; for 18h; under 750.06 Torr;

DOI:10.1016/S0040-4039(01)01810-X

Reference yield:

rac-allylglycine (1069-48-3,7685-44-1) → methyl 2-{[2-(2-naphthyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate (405941-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / 0 - 20 °C

1.2: 78 percent / triethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

2.1: potassium carbonate; tetraethylammonium chloride; triphenylphosphine / Pd₂(dba)3 / toluene / cooling

2.2: 69 percent / toluene / 44 h / 80 °C

With thionyl chloride; tetraethylammonium chloride; potassium carbonate; triphenylphosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene;

DOI:10.1016/j.tet.2005.08.078

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → methyl 2-{[2-(2-naphthyl)-2-propenyl](phenylsulfonyl)amino}-4-pentenoate (405941-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / 0 - 20 °C

1.2: 78 percent / triethylamine / CH₂Cl₂ / 16 h / 0 - 20 °C

2.1: potassium carbonate; tetraethylammonium chloride; triphenylphosphine / Pd₂(dba)3 / toluene / cooling

2.2: 69 percent / toluene / 44 h / 80 °C

With thionyl chloride; tetraethylammonium chloride; potassium carbonate; triphenylphosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In toluene;

DOI:10.1016/j.tet.2005.08.078

upstream raw materials:

1,2-propanediene

1-Iodonaphthalene

N-benzensulfonyl C-allyl glycine methyl ester

rac-allylglycine