(S)-1-[2-(Benzyloxyimino-methyl)-4-methoxycarbonyl-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: (S)-1-[2-(Benzyloxyimino-methyl)-4-methoxycarbonyl-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester
• CAS No.: 902137-42-2
• Molecular Formula: C₂₃H₂₄N₂O₆
• Molecular Weight: 424.453
• Mol file: 902137-42-2.mol

Synonyms:(S)-1-[2-(Benzyloxyimino-methyl)-4-methoxycarbonyl-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester

Chemical Property of (S)-1-[2-(Benzyloxyimino-methyl)-4-methoxycarbonyl-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-[2-(Benzyloxyimino-methyl)-4-methoxycarbonyl-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester

There total 5 articles about (S)-1-[2-(Benzyloxyimino-methyl)-4-methoxycarbonyl-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl 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: 98.0%

methyl 4-bromo-3-[(phenylmethoxyimino)methyl]benzoate (902137-32-0) + ethyl (S)-pyroglutamate (7149-65-7) → (S)-1-[2-(Benzyloxyimino-methyl)-4-methoxycarbonyl-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester (902137-42-2)

Guidance literature:

With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In 1,4-dioxane; at 100 ℃;

DOI:10.1055/s-2006-939046

Reference yield:

methyl 4-bromo-3-(dibromomethyl)benzoate (877624-37-8) → (S)-1-[2-(Benzyloxyimino-methyl)-4-methoxycarbonyl-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester (902137-42-2)

Guidance literature:

Multi-step reaction with 3 steps

1: AgNO₃; water / methanol / Heating

2: NaOAc / methanol; CH₂Cl₂ / 20 °C

3: 98 percent / xantphos; Cs₂CO₃ / Pd₂(dba)3 / dioxane / 100 °C

With water; sodium acetate; caesium carbonate; silver nitrate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1055/s-2006-939046

Reference yield:

4-bromo-3-formyl-benzoic acid methyl ester (858124-35-3) → (S)-1-[2-(Benzyloxyimino-methyl)-4-methoxycarbonyl-phenyl]-5-oxo-pyrrolidine-2-carboxylic acid ethyl ester (902137-42-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOAc / methanol; CH₂Cl₂ / 20 °C

2: 98 percent / xantphos; Cs₂CO₃ / Pd₂(dba)3 / dioxane / 100 °C

With sodium acetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1055/s-2006-939046

upstream raw materials:

methyl 4-bromo-3-[(phenylmethoxyimino)methyl]benzoate

ethyl (S)-pyroglutamate

4-bromo-3-formyl-benzoic acid methyl ester

methyl 4-bromo-3-(dibromomethyl)benzoate

Downstream raw materials:

3-(Benzyloxyimino-methyl)-4-[(S)-2-((E)-2-ethoxycarbonyl-vinyl)-5-oxo-pyrrolidin-1-yl]-benzoic acid methyl ester