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

Base Information

• Chemical Name: fluoropropanedioic acid, 4-iodo-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester
• CAS No.: 640735-68-8
• Molecular Formula: C₁₉H₂₄FIO₆
• Molecular Weight: 494.299
• Mol file: 640735-68-8.mol

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

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

There total 1 articles about fluoropropanedioic acid, 4-iodo-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: 83.7%

2-(4-iodo-2-methoxycarbonylphenyl)propanedioic acid, 1,3-bis(1,1-dimethylethyl)ester (439904-24-2) → fluoropropanedioic acid, 4-iodo-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester (640735-68-8)

Guidance literature:

2-(4-iodo-2-methoxycarbonylphenyl)propanedioic acid, 1,3-bis(1,1-dimethylethyl)ester; With potassium hexamethylsilazane; In tetrahydrofuran; at -70 ℃; for 1h;

With N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; at -70 - 20 ℃;

DOI:10.1021/jm020970s

Reference yield: 18.0%

Methyl 2-acetamidoacrylate (35356-70-8) + fluoropropanedioic acid, 4-iodo-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester (640735-68-8) → 2-[4-(2-acetylamino-2-methoxycarbonyl-vinyl)-2-methoxycarbonyl-phenyl]-2-fluoro-malonic acid di-tert-butyl ester (640735-69-9)

Guidance literature:

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In acetonitrile; for 17h; Heating;

DOI:10.1021/jm020970s

Reference yield:

fluoropropanedioic acid, 4-iodo-2-(methoxycarbonyl)phenyl-, bis(1,1-dimethylethyl) ester (640735-68-8) → 5-[2-Acetylamino-2-((S)-1-biphenyl-4-ylmethyl-2-oxo-azepan-3-ylcarbamoyl)-ethyl]-2-[bis-(2,2-dimethyl-propionyloxy)-fluoro-methyl]-benzoic acid methyl ester

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: 67 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole; N,N-diisopropylethylamine / dimethylformamide; CH₂Cl₂ / 5 h / 20 °C

4: 91 percent / H₂ / Pd/C / methanol / 48 h / 1320.11 Torr

With palladium diacetate; lithium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Heck reaction;

DOI:10.1021/jm020970s

upstream raw materials:

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

Downstream raw materials:

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

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

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