[2-(1-Methylethyl)-1,4-dioxo-4-[(phenylmethoxy)amino]butyl]-L-asparagine

Base Information

Chemical Name:[2-(1-Methylethyl)-1,4-dioxo-4-[(phenylmethoxy)amino]butyl]-L-asparagine
CAS No.:151927-81-0
Molecular Formula:C₁₈H₂₅N₃O₆
Molecular Weight:379.413
Hs Code.:

Synonyms:[2-(1-Methylethyl)-1,4-dioxo-4-[(phenylmethoxy)amino]butyl]-L-asparagine

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Chemical Property of [2-(1-Methylethyl)-1,4-dioxo-4-[(phenylmethoxy)amino]butyl]-L-asparagine

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Technology Process of [2-(1-Methylethyl)-1,4-dioxo-4-[(phenylmethoxy)amino]butyl]-L-asparagine

There total 7 articles about [2-(1-Methylethyl)-1,4-dioxo-4-[(phenylmethoxy)amino]butyl]-L-asparagine 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: 97.0%

: N-<2-(methylethyl)-1,4-dioxo-4-<(phenylmethoxy)amino>butyl>-L-aspargine 1,1-dimethylethyl ester

: 151927-81-0
[2-(1-Methylethyl)-1,4-dioxo-4-[(phenylmethoxy)amino]butyl]-L-asparagine

Guidance literature:: With water; trifluoroacetic acid; 1.) 0 deg C, 1 h, 2.) 20 deg C, 1 h;
DOI:10.1021/jm00012a011

Reference yield:

: 584-27-0
2-isopropylidenesuccinic acid

: 151927-81-0
[2-(1-Methylethyl)-1,4-dioxo-4-[(phenylmethoxy)amino]butyl]-L-asparagine

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / acetyl chloride / 0.33 h / Heating

2: 69 percent / CHCl₃ / 72 h / Heating

3: 94 percent / iPr₂NEt, HOBt-H₂O, DCC / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) 20 deg C, 46 h

4: 1.) H₂, 2.) H₂ / 1.) 10percent Pd/C, 2.) PtO₂ / 1.) methanol, 40 psi, 13 h, 2.) methanol, 23 h

5: 58 percent / DCC / dimethylformamide / 41 h / 20 °C

6: 97 percent / TFA, H₂O / 1.) 0 deg C, 1 h, 2.) 20 deg C, 1 h

With water; hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; acetyl chloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; platinum(IV) oxide; palladium on activated charcoal; In dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jm00012a011

Reference yield:

: 130165-83-2
3-(methoxycarbonyl)-4-methylpent-3-enoic acid

: 151927-81-0
[2-(1-Methylethyl)-1,4-dioxo-4-[(phenylmethoxy)amino]butyl]-L-asparagine

Guidance literature:: Multi-step reaction with 7 steps

1: NaOH / H₂O / 12 h

2: 97 percent / acetyl chloride / 0.33 h / Heating

3: 69 percent / CHCl₃ / 72 h / Heating

4: 94 percent / iPr₂NEt, HOBt-H₂O, DCC / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) 20 deg C, 46 h

5: 1.) H₂, 2.) H₂ / 1.) 10percent Pd/C, 2.) PtO₂ / 1.) methanol, 40 psi, 13 h, 2.) methanol, 23 h

6: 58 percent / DCC / dimethylformamide / 41 h / 20 °C

7: 97 percent / TFA, H₂O / 1.) 0 deg C, 1 h, 2.) 20 deg C, 1 h

With sodium hydroxide; water; hydrogen; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; acetyl chloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; platinum(IV) oxide; palladium on activated charcoal; In dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00012a011