(S)-N-(p-methoxybenzyl)-N-(bromoacetyl)valine methyl ester

Base Information

• Chemical Name: (S)-N-(p-methoxybenzyl)-N-(bromoacetyl)valine methyl ester
• CAS No.: 938055-35-7
• Molecular Formula: C₁₆H₂₂BrNO₄
• Molecular Weight: 372.259
• Mol file: 938055-35-7.mol

Synonyms:(S)-N-(p-methoxybenzyl)-N-(bromoacetyl)valine methyl ester

Chemical Property of (S)-N-(p-methoxybenzyl)-N-(bromoacetyl)valine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-(p-methoxybenzyl)-N-(bromoacetyl)valine methyl ester

There total 1 articles about (S)-N-(p-methoxybenzyl)-N-(bromoacetyl)valine 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: 88.0%

(S)-N-(p-methoxybenzyl)valine methyl ester hydrochloride + 2-Bromoacetyl bromide (598-21-0) → (S)-N-(p-methoxybenzyl)-N-(bromoacetyl)valine methyl ester (938055-35-7)

Guidance literature:

With triethylamine; In dichloromethane; at -78 - 20 ℃; for 16h;

DOI:10.1039/b701628j

Reference yield: 86.0%

(S)-N-(p-methoxybenzyl)-N-(bromoacetyl)valine methyl ester (938055-35-7) → (S)-N(1)-(p-methoxybenzyl)-6-isopropylpiperazine-2,5-dione (437768-95-1)

Guidance literature:

With ammonia; In ethanol; at 20 ℃; for 48h;

DOI:10.1039/b701628j

Reference yield:

(S)-N-(p-methoxybenzyl)-N-(bromoacetyl)valine methyl ester (938055-35-7) → (3S,6R)-N(1)-methyl-N(4)-(p-methoxybenzyl)-3-isopropyl-6-methylpiperazine-2,5-dione

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86 percent / NH₃ / ethanol / 48 h / 20 °C

2.1: NaH / tetrahydrofuran; various solvent(s) / 0.5 h / 20 °C

2.2: 72 percent / tetrahydrofuran; various solvent(s) / 16 h / 20 °C

3.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 62 percent / tetrahydrofuran / 12 h / -78 - 20 °C

With ammonia; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;

DOI:10.1039/b701628j

upstream raw materials:

2-Bromoacetyl bromide

Downstream raw materials:

(S)-N⁽¹⁾-(p-methoxybenzyl)-6-isopropylpiperazine-2,5-dione

(S)-N⁽¹⁾-methyl-N⁽⁴⁾-(p-methoxybenzyl)-3-isopropylpiperazine-2,5-dione