fluoropropanedioic acid, 4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester

Base Information

• Chemical Name: fluoropropanedioic acid, 4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester
• CAS No.: 640735-73-5
• Molecular Formula: C₂₄H₃₀FNO₉
• Molecular Weight: 495.502
• Mol file: 640735-73-5.mol

Synonyms:fluoropropanedioic acid, 4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester

Chemical Property of fluoropropanedioic acid, 4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of fluoropropanedioic acid, 4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester

There total 4 articles about fluoropropanedioic acid, 4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester 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:

2-[4-(2-acetylamino-2-methoxycarbonyl-vinyl)-2-methoxycarbonyl-phenyl]-2-fluoro-malonic acid di-tert-butyl ester (640735-69-9) → fluoropropanedioic acid, 4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester (640735-73-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1021/jm020970s

Reference yield:

Methyl 2-acetamidoacrylate (35356-70-8) → fluoropropanedioic acid, 4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester (640735-73-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 18 percent / triethylamine; Pd(OAc)2; tri-o-tolylphosphine / acetonitrile / 17 h / Heating

2: aq. lithium hydroxide / tetrahydrofuran / 18 h / 20 °C

With palladium diacetate; lithium hydroxide; triethylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; acetonitrile; 1: Heck reaction;

DOI:10.1021/jm020970s

Reference yield:

2-(4-iodo-2-methoxycarbonylphenyl)propanedioic acid, 1,3-bis(1,1-dimethylethyl)ester (439904-24-2) → fluoropropanedioic acid, 4-[2-(acetylamino)-2-carboxyethenyl]-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester (640735-73-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hexamethyldisilazide / tetrahydrofuran / 1 h / -70 °C

1.2: 83.7 percent / N-fluorobenzenesulfonimide / tetrahydrofuran / -70 - 20 °C

2.1: 18 percent / triethylamine; Pd(OAc)2; tri-o-tolylphosphine / acetonitrile / 17 h / Heating

3.1: aq. lithium hydroxide / tetrahydrofuran / 18 h / 20 °C

With palladium diacetate; lithium hydroxide; potassium hexamethylsilazane; triethylamine; tris-(o-tolyl)phosphine; In tetrahydrofuran; acetonitrile; 2.1: Heck reaction;

DOI:10.1021/jm020970s

upstream raw materials:

2-[4-(2-acetylamino-2-methoxycarbonyl-vinyl)-2-methoxycarbonyl-phenyl]-2-fluoro-malonic acid di-tert-butyl ester

Methyl 2-acetamidoacrylate

2-(4-iodo-2-methoxycarbonylphenyl)propanedioic acid, 1,3-bis(1,1-dimethylethyl)ester

fluoropropanedioic acid, 4-iodo-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester

Downstream raw materials:

fluoropropanedioic acid,[4-[2-(acetylamino)-3-[[(3S)-1-[(1,1-biphenyl)-4-yl]methyl-hexahydro-2-oxo-1H-azepin-3-yl]amino]-3-oxo-1-propenyl]-2-(methoxycarbonyl)phenyl]-, bis(1,1-dimethylethyl) ester