methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-2-[[4-(5-cyano-1,2,4-oxadiazol-3-yl)benzoyl]amino]-3-(4-methoxyphenyl)propanoyl]-3-oxopiperazinyl]cetate

Base Information

Chemical Name:methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-2-[[4-(5-cyano-1,2,4-oxadiazol-3-yl)benzoyl]amino]-3-(4-methoxyphenyl)propanoyl]-3-oxopiperazinyl]cetate
CAS No.:340736-50-7
Molecular Formula:C₃₃H₃₆N₆O₉
Molecular Weight:660.684
Hs Code.:

methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-2-[[4-(5-cyano-1,2,4-oxadiazol-3-yl)benzoyl]amino]-3-(4-methoxyphenyl)propanoyl]-3-oxopiperazinyl]cetate

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Chemical Property of methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-2-[[4-(5-cyano-1,2,4-oxadiazol-3-yl)benzoyl]amino]-3-(4-methoxyphenyl)propanoyl]-3-oxopiperazinyl]cetate

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Technology Process of methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-2-[[4-(5-cyano-1,2,4-oxadiazol-3-yl)benzoyl]amino]-3-(4-methoxyphenyl)propanoyl]-3-oxopiperazinyl]cetate

There total 7 articles about methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-2-[[4-(5-cyano-1,2,4-oxadiazol-3-yl)benzoyl]amino]-3-(4-methoxyphenyl)propanoyl]-3-oxopiperazinyl]cetate 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:

: 213186-70-0
methyl 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-methoxyphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate

: 340736-50-7
methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-2-[[4-(5-cyano-1,2,4-oxadiazol-3-yl)benzoyl]amino]-3-(4-methoxyphenyl)propanoyl]-3-oxopiperazinyl]cetate

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / 10 percent Pd/C / methanol / 1 h / 20 °C

2: EDC / dimethylformamide / 1 h / 20 °C

With hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1248/cpb.49.268

Reference yield:

: 340736-84-7
4-(5-cyano-1,2,4-oxadiazol-3-yl)benzoic acid

: 169157-78-2
{(S)-1-[(S)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl}-acetic acid methyl ester

: 340736-50-7
methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-2-[[4-(5-cyano-1,2,4-oxadiazol-3-yl)benzoyl]amino]-3-(4-methoxyphenyl)propanoyl]-3-oxopiperazinyl]cetate

Guidance literature:: With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1248/cpb.49.268

Reference yield:

: 55696-50-9
tert-butyl 4-cyanobenzoate

: 340736-50-7
methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-2-[[4-(5-cyano-1,2,4-oxadiazol-3-yl)benzoyl]amino]-3-(4-methoxyphenyl)propanoyl]-3-oxopiperazinyl]cetate

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / H₂NOH*HCl; aq. NaHCO₃ / 2-methyl-propan-2-ol / 1.5 h / 80 °C

2: 87 percent / pyridine / CH₂Cl₂ / 24 h / 20 °C

3: 55 percent / 25 percent aq. NH₃ / tetrahydrofuran / 44 h / 20 °C

4: 33 percent / pyridine; (CF₃CO)2O / dioxane / 13 h / 20 °C

5: TFA / CH₂Cl₂ / 1 h / 20 °C

6: EDC / dimethylformamide / 1 h / 20 °C

With pyridine; ammonium hydroxide; hydroxylamine hydrochloride; sodium hydrogencarbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; trifluoroacetic anhydride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1248/cpb.49.268