methyl 1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-prolinate

Base Information

• Chemical Name: methyl 1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-prolinate
• CAS No.: 1422064-31-0
• Molecular Formula: C₁₈H₂₅NO₅
• Molecular Weight: 335.4
• Mol file: 1422064-31-0.mol

Synonyms:methyl 1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-prolinate

Chemical Property of methyl 1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-prolinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-prolinate

There total 4 articles about methyl 1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-prolinate 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: 66.0%

1-(bromomethyl)-4-(4-methoxybutoxy)benzene (1422064-26-3) + methyl (S)-pyroglutamate (4931-66-2) → methyl 1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-prolinate (1422064-31-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; paraffin oil; at 0 - 20 ℃; for 24.25h; Inert atmosphere;

DOI:10.3390/molecules18010050

Reference yield:

[4-(4-methoxybutoxy)phenyl]methanol (1422064-25-2) → methyl 1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-prolinate (1422064-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium bromide; chloro-trimethyl-silane / acetonitrile / 1.5 h / 20 °C / Inert atmosphere

2: sodium hydride / tetrahydrofuran; paraffin oil / 24.25 h / 0 - 20 °C / Inert atmosphere

With chloro-trimethyl-silane; sodium hydride; sodium bromide; In tetrahydrofuran; acetonitrile; paraffin oil;

DOI:10.3390/molecules18010050

Reference yield:

4-Methoxy-1-bromobutane (4457-67-4) → methyl 1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-prolinate (1422064-31-0)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; 18-crown-6 ether / acetone / 72 h / Reflux

2: sodium bromide; chloro-trimethyl-silane / acetonitrile / 1.5 h / 20 °C / Inert atmosphere

3: sodium hydride / tetrahydrofuran; paraffin oil / 24.25 h / 0 - 20 °C / Inert atmosphere

With chloro-trimethyl-silane; 18-crown-6 ether; sodium hydride; potassium carbonate; sodium bromide; In tetrahydrofuran; acetone; acetonitrile; paraffin oil;

DOI:10.3390/molecules18010050

upstream raw materials:

[4-(4-methoxybutoxy)phenyl]methanol

1-(bromomethyl)-4-(4-methoxybutoxy)benzene

methyl (S)-pyroglutamate

4-Methoxy-1-bromobutane

Downstream raw materials:

1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-prolyl-L-histidine

1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-proline

benzyl 1-[4-(4-methoxybutoxy)benzyl]-5-oxo-L-prolyl-3-trityl-L-histidinate