(+/-)-α,β-dimethyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylaspartate

Base Information

• Chemical Name: (+/-)-α,β-dimethyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylaspartate
• CAS No.: 714222-63-6
• Molecular Formula: C₂₁H₂₀FNO₇S
• Molecular Weight: 449.457
• Mol file: 714222-63-6.mol

Synonyms:(+/-)-α,β-dimethyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylaspartate

Chemical Property of (+/-)-α,β-dimethyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylaspartate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-α,β-dimethyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylaspartate

There total 2 articles about (+/-)-α,β-dimethyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylaspartate 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: 41.0%

phosphonic acid diethyl ester (135789-87-6,114968-97-7) + (+/-)-α,β-dimethyl N-benzoyl-α-formylaspartate (714222-57-8) → rac-dimethyl 2-benzamidosuccinate (86555-45-5,714222-64-7) + (+/-)-α,β-dimethyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylaspartate (714222-63-6)

Guidance literature:

phosphonic acid diethyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

(+/-)-α,β-dimethyl N-benzoyl-α-formylaspartate; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ol049422u

Reference yield:

Methyl Nα,Nε-dibenzoyl-2-vinyllysinate (74761-86-7) → (+/-)-α,β-dimethyl N-benzoyl-α-(E)-(2'-fluoro-2'-benzenesulfonyl)vinylaspartate (714222-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ozone / CH₂Cl₂ / -78 °C

1.2: 65 percent / dimethyl sulfide / CH₂Cl₂ / 20 °C

2.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: 41 percent / tetrahydrofuran / -78 - 20 °C

With ozone; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol049422u

upstream raw materials:

phosphonic acid diethyl ester

(+/-)-α,β-dimethyl N-benzoyl-α-formylaspartate

Methyl N^α,N^ε-dibenzoyl-2-vinyllysinate