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

Base Information

• Chemical Name: methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-decyloxyphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate
• CAS No.: 340732-90-3
• Molecular Formula: C₄₀H₅₇N₃O₉
• Molecular Weight: 723.907

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

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

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

There total 2 articles about methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-decyloxyphenyl)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: 54.0%

(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-decyloxyphenyl)propanoic acid (340732-78-7) + (S)-3-methoxycarbonylmethyl-2-oxopiperazine-1-acetic acid tert-butyl ester (169157-67-9) → methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-decyloxyphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (340732-90-3)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1248/cpb.49.258

Reference yield:

2-benzyloxycarbonylamino-3-(4-decyloxy-phenyl)-propionic acid decyl ester → methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-decyloxyphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (340732-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 N aq. NaOH / dioxane / 1 h / 20 °C

2: 54 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / CH₂Cl₂ / 2 h / 20 °C

With sodium hydroxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane;

DOI:10.1248/cpb.49.258

Reference yield:

methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-decyloxyphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (340732-90-3) → {1-[2-amino-3-(4-decyloxy-phenyl)-propionyl]-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl}-acetic acid methyl ester

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 0.666667h;

DOI:10.1248/cpb.49.258

upstream raw materials:

(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-decyloxyphenyl)propanoic acid

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

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