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

Base Information

• Chemical Name: methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-methoxyphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate
• CAS No.: 213186-70-0
• Molecular Formula: C₃₁H₃₉N₃O₉
• Molecular Weight: 597.665
• Mol file: 213186-70-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-methoxyphenyl)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-methoxyphenyl)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: 76.0%

(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-methoxyphenyl)propanoic acid (17554-34-6) + (S)-3-methoxycarbonylmethyl-2-oxopiperazine-1-acetic acid tert-butyl ester (169157-67-9) → methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-methoxyphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (213186-70-0)

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:

(S)-2-(benzyloxycarbonylamino)-3-(4-methoxyphenyl)-1-propionic acid methyl ester (121778-71-0) → methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-methoxyphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (213186-70-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 76 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-methoxyphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (213186-70-0) → {(S)-1-[(S)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl}-acetic acid methyl ester (169157-78-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 1h;

DOI:10.1248/cpb.49.268

upstream raw materials:

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

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

(S)-2-(benzyloxycarbonylamino)-3-(4-methoxyphenyl)-1-propionic acid methyl ester

Downstream raw materials:

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

methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(1,2,4-oxadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate

methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(2-oxo-2,3-dihydro-1,2,λ⁴,3,5-oxathiadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate