methyl 2-[(2S)-1-[(2S)-3-(4-aminophenyl)-2-[(tert-butoxycarbonyl)amino]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

Base Information

• Chemical Name: methyl 2-[(2S)-1-[(2S)-3-(4-aminophenyl)-2-[(tert-butoxycarbonyl)amino]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate
• CAS No.: 340733-39-3
• Molecular Formula: C₂₇H₄₀N₄O₈
• Molecular Weight: 548.637

Synonyms:methyl 2-[(2S)-1-[(2S)-3-(4-aminophenyl)-2-[(tert-butoxycarbonyl)amino]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

Chemical Property of methyl 2-[(2S)-1-[(2S)-3-(4-aminophenyl)-2-[(tert-butoxycarbonyl)amino]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

Chemical Property:

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Technology Process of methyl 2-[(2S)-1-[(2S)-3-(4-aminophenyl)-2-[(tert-butoxycarbonyl)amino]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

There total 3 articles about methyl 2-[(2S)-1-[(2S)-3-(4-aminophenyl)-2-[(tert-butoxycarbonyl)amino]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate 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: 100.0%

methyl 2-[(2S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-nitrophenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (340732-99-2) → methyl 2-[(2S)-1-[(2S)-3-(4-aminophenyl)-2-[(tert-butoxycarbonyl)amino]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (340733-39-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 1h;

DOI:10.1248/cpb.49.258

Reference yield:

Boc-Phe(p-NO2)-OH (33305-77-0) → methyl 2-[(2S)-1-[(2S)-3-(4-aminophenyl)-2-[(tert-butoxycarbonyl)amino]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (340733-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 2 h / 20 °C

2: 100 percent / H₂ / 10 percent Pd/C / methanol / 1 h

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1248/cpb.49.258

Reference yield:

(S)-3-methoxycarbonylmethyl-2-oxopiperazine-1-acetic acid tert-butyl ester (169157-67-9) → methyl 2-[(2S)-1-[(2S)-3-(4-aminophenyl)-2-[(tert-butoxycarbonyl)amino]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (340733-39-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 2 h / 20 °C

2: 100 percent / H₂ / 10 percent Pd/C / methanol / 1 h

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1248/cpb.49.258

upstream raw materials:

methyl 2-[(2S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-nitrophenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

Boc-Phe(p-NO₂)-OH

(S)-3-methoxycarbonylmethyl-2-oxopiperazine-1-acetic acid tert-butyl ester

Downstream raw materials:

{1-[3-(4-benzylamino-phenyl)-2-tert-butoxycarbonylamino-propionyl]-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl}-acetic acid methyl ester

(1-{3-[4-(benzyl-methyl-amino)-phenyl]-2-tert-butoxycarbonylamino-propionyl}-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl)-acetic acid methyl ester

methyl 2-[(2S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(methylamino)phenyl]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

methyl 2-[(2S)-1-[(2S)-2-[(tert-butoxycarbonyl)amino]-3-[4-(dimethylamino)phenyl]propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

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