methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate

Base Information

• Chemical Name: methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate
• CAS No.: 875668-19-2
• Molecular Formula: C₂₇H₂₈N₂O₅Se
• Molecular Weight: 539.49
• Mol file: 875668-19-2.mol

Synonyms:methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate

Chemical Property of methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate

There total 2 articles about methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate 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: 90.0%

methyl (2S)-4-bromo-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]aminobutyrate (875668-08-9) + diphenyl diselenide (1666-13-3) → methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate (875668-19-2)

Guidance literature:

diphenyl diselenide; With sodium tetrahydroborate; In ethanol;

methyl (2S)-4-bromo-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]aminobutyrate; In ethanol; for 0.5h;

DOI:10.1021/jm050871p

Reference yield:

(S)-2-amino-4-bromobutyric acid methyl ester (101650-17-3,219752-67-7) → methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate (875668-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 528 mg / Et₃N; EDC / CH₂Cl₂ / 2 h / 20 °C

2.1: NaBH₄ / ethanol

2.2: 90 percent / ethanol / 0.5 h

With sodium tetrahydroborate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In ethanol; dichloromethane;

DOI:10.1021/jm050871p

Reference yield:

methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate (875668-19-2) → (2S)-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyric acid (875668-20-5)

Guidance literature:

With lithium hydroxide; In methanol; dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jm050871p

upstream raw materials:

methyl (2S)-4-bromo-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]aminobutyrate

diphenyl diselenide

(S)-2-amino-4-bromobutyric acid methyl ester

Downstream raw materials:

(2S)-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyric acid

pivaloyloxymethyl (2S)-N-[p-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]-2-vinylglycine

(S)-2-[4-(Benzyloxycarbonyl-methyl-amino)-benzoylamino]-4-hydroxyphosphinoyl-butyric acid 2,2-dimethyl-propionyloxymethyl ester

pivaloyloxymethyl (2S)-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate