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

Base Information

• Chemical Name: N₂-[1-benzyl-2-(1-[(2-cyano-1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-pyrazinecarboxamide
• CAS No.: 1309974-49-9
• Molecular Formula: C₂₃H₂₉N₇O₃
• Molecular Weight: 451.528

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

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

Chemical Property:

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

There total 6 articles about N₂-[1-benzyl-2-(1-[(2-cyano-1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-pyrazinecarboxamide 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: 65.0%

bromocyane (506-68-3) + N2-[1-benzyl-2-(1-[(1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-prazinecarboxamide (1309974-57-9) → N2-[1-benzyl-2-(1-[(2-cyano-1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-pyrazinecarboxamide (1309974-49-9)

Guidance literature:

bromocyane; N₂-[1-benzyl-2-(1-[(1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-prazinecarboxamide; With sodium acetate; In methanol; for 4h;

With sodium hydrogensulfite; pH=1 - 2;

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → N2-[1-benzyl-2-(1-[(2-cyano-1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-pyrazinecarboxamide (1309974-49-9)

Guidance literature:

Multi-step reaction with 6 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

6.1: sodium acetate / methanol / 4 h

6.2: pH 1 - 2

With 4-methyl-morpholine; sodium acetate; 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; methanol; 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-[(2-cyano-1,2-dimethylhydrazino)carbonyl]-3-methylbutylamino)-2-oxoethyl]-2-pyrazinecarboxamide (1309974-49-9)

Guidance literature:

Multi-step reaction with 5 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

5.1: sodium acetate / methanol / 4 h

5.2: pH 1 - 2

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

upstream raw materials:

bromocyane

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

N-tert-butoxycarbonyl-L-phenylalanine

(S)-Leu-OMe

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