3-(1-benzyloxycarbonylmethyl-3,5-dichloro-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl ester

Base Information

• Chemical Name: 3-(1-benzyloxycarbonylmethyl-3,5-dichloro-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl ester
• CAS No.: 609346-15-8
• Molecular Formula: C₂₁H₁₆Cl₂N₂O₅
• Molecular Weight: 447.274
• Mol file: 609346-15-8.mol

Synonyms:3-(1-benzyloxycarbonylmethyl-3,5-dichloro-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl ester

Chemical Property of 3-(1-benzyloxycarbonylmethyl-3,5-dichloro-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(1-benzyloxycarbonylmethyl-3,5-dichloro-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl ester

There total 1 articles about 3-(1-benzyloxycarbonylmethyl-3,5-dichloro-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl 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:

oxalyl dichloride (79-37-8) + trimethylsilyl cyanide (7677-24-9) + Gly-OBz (1738-68-7) + Methyl 3-formylbenzoate (52178-50-4) → 3-(1-benzyloxycarbonylmethyl-3,5-dichloro-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl ester (609346-15-8)

Guidance literature:

trimethylsilyl cyanide; Gly-OBz; Methyl 3-formylbenzoate; In dichloromethane;

oxalyl dichloride; In 1,2-dichloro-benzene;

DOI:10.1021/jm030131l

Reference yield:

3-(1-benzyloxycarbonylmethyl-3,5-dichloro-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl ester (609346-15-8) → 3-(1-carboxymethyl-3-chloro-5-isopropylamino-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl ester (1026381-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 70 °C

2: H₂ / Pd/C / methanol / 517.15 Torr

With hydrogen; palladium on activated charcoal; In methanol; acetonitrile;

DOI:10.1021/jm030131l

Reference yield:

3-(1-benzyloxycarbonylmethyl-3,5-dichloro-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl ester (609346-15-8) → 3-{1-[(4-carbamimidoyl-benzylcarbamoyl)-methyl]-3-chloro-5-isopropylamino-6-oxo-1,6-dihydro-pyrazin-2-yl}-benzoic acid methyl ester

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetonitrile / 70 °C

2.1: H₂ / Pd/C / methanol / 517.15 Torr

3.1: 1-hydroxybenzotriazole; polymer-bound carbodiimide reagent / dimethylformamide; CH₂Cl₂

3.2: dimethylformamide; CH₂Cl₂ / 20 °C

4.1: NaI; trimethylsilyl chloride / acetonitrile / 55 °C

With chloro-trimethyl-silane; polymer-bound carbodiimide reagent; hydrogen; benzotriazol-1-ol; sodium iodide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm030131l

upstream raw materials:

oxalyl dichloride

trimethylsilyl cyanide

Gly-OBz

Methyl 3-formylbenzoate

Downstream raw materials:

3-(1-benzyloxycarbonylmethyl-3-chloro-5-isopropylamino-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl ester

3-(1-carboxymethyl-3-chloro-5-isopropylamino-6-oxo-1,6-dihydro-pyrazin-2-yl)-benzoic acid methyl ester