N₂-[1-benzyl-2-(1-[(1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-prazinecarboxamide

Base Information

• Chemical Name: N₂-[1-benzyl-2-(1-[(1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-prazinecarboxamide
• CAS No.: 1309974-57-9
• Molecular Formula: C₂₂H₃₀N₆O₃
• Molecular Weight: 426.519

Synonyms:N₂-[1-benzyl-2-(1-[(1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-prazinecarboxamide

Chemical Property of N₂-[1-benzyl-2-(1-[(1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-prazinecarboxamide

Chemical Property:

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Technology Process of N₂-[1-benzyl-2-(1-[(1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-prazinecarboxamide

There total 6 articles about N₂-[1-benzyl-2-(1-[(1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-prazinecarboxamide 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: 89.0%

N-(2-pyrazinecarbonyl)-L-phenylalanine-L-leucine (1194235-25-0) + 1,2-dimethylhydrazine hydrochloride → N2-[1-benzyl-2-(1-[(1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-prazinecarboxamide (1309974-57-9)

Guidance literature:

N-(2-pyrazinecarbonyl)-L-phenylalanine-L-leucine; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -10 ℃;

1,2-dimethylhydrazine hydrochloride; With sodium hydroxide; In tetrahydrofuran; for 1h;

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → N2-[1-benzyl-2-(1-[(1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-prazinecarboxamide (1309974-57-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 8 h / 20 °C / Inert atmosphere

2.1: dichloromethane / 2 h

3.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / -10 °C

3.2: 2 h / 20 °C

4.1: lithium hydroxide / tetrahydrofuran / 6 h

4.2: pH 2

5.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / -10 °C

5.2: 1 h

With 4-methyl-morpholine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

methyl (S)-2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-4-methylpentanoate (64152-76-7) → N2-[1-benzyl-2-(1-[(1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-prazinecarboxamide (1309974-57-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dichloromethane / 2 h

2.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / -10 °C

2.2: 2 h / 20 °C

3.1: lithium hydroxide / tetrahydrofuran / 6 h

3.2: pH 2

4.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / -10 °C

4.2: 1 h

With 4-methyl-morpholine; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; dichloromethane;

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

(S)-Leu-OMe

methyl (S)-2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-4-methylpentanoate

(S)-methyl 4-methyl-2-((S)-3-phenyl-2-(pyrazine-2-carboxamido)propanamido)pentanoate

Downstream raw materials:

N₂-[1-benzyl-2-(1-[(2-cyano-1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-pyrazinecarboxamide

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