N^α-(2-bromophenylacetyl)phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide

Base Information

• Chemical Name: N^α-(2-bromophenylacetyl)phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide
• CAS No.: 406954-57-2
• Molecular Formula: C₂₂H₂₅BrN₂O₄
• Molecular Weight: 461.355

Synonyms:N^α-(2-bromophenylacetyl)phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide

Chemical Property of N^α-(2-bromophenylacetyl)phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide

Chemical Property:

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Technology Process of N^α-(2-bromophenylacetyl)phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide

There total 4 articles about N^α-(2-bromophenylacetyl)phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide 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:

cbz-phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide (406954-48-1) → Nα-(2-bromophenylacetyl)phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide (406954-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / hydrogen / Pd/C / ethanol / 1.75 h / 20 °C

2: OHBt; EDC; DMAP / CH₂Cl₂ / 20 °C

With dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1021/jo010990m

Reference yield:

N-Cbz-L-Phe (1161-13-3) → Nα-(2-bromophenylacetyl)phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide (406954-57-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / HOBt; EDC; DMAP / CH₂Cl₂ / 16 h / 20 °C

2: 94 percent / hydrogen / Pd/C / ethanol / 1.75 h / 20 °C

3: OHBt; EDC; DMAP / CH₂Cl₂ / 20 °C

With dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1021/jo010990m

Reference yield:

1-(1,3-dioxolan-2-yl)-N-methylmethanamine (57366-77-5) → Nα-(2-bromophenylacetyl)phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide (406954-57-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / HOBt; EDC; DMAP / CH₂Cl₂ / 16 h / 20 °C

2: 94 percent / hydrogen / Pd/C / ethanol / 1.75 h / 20 °C

3: OHBt; EDC; DMAP / CH₂Cl₂ / 20 °C

With dmap; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1021/jo010990m

upstream raw materials:

phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide

ortho-bromophenylacetic acid

cbz-phenylalanine N-(1,3-dioxolan-2-ylmethyl)-N-methylamide

N-Cbz-L-Phe

Downstream raw materials:

3-benzyl-4-[2-(2-bromophenyl)acetyl]-1-methyl-3,4-dihydro-1H-pyrazin-2-one

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