S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4-bromophenyl)-1-propanone

Base Information

• Chemical Name: S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4-bromophenyl)-1-propanone
• CAS No.: 677277-64-4
• Molecular Formula: C₁₃H₁₃BrF₃NO₄
• Molecular Weight: 384.15

Synonyms:S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4-bromophenyl)-1-propanone

Chemical Property of S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4-bromophenyl)-1-propanone

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Technology Process of S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4-bromophenyl)-1-propanone

There total 2 articles about S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4-bromophenyl)-1-propanone 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:

1-bromo-2,5-dimethoxybenzene (25245-34-5) + (S)-N-trifluoroacetyl-L-alanyl chloride (56271-78-4) → S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4-bromophenyl)-1-propanone (677277-64-4)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 20 ℃; for 60h;

DOI:10.1021/jm040082s

Reference yield:

N-(trifluoroacetyl)-L-alanine (407-23-8) → S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4-bromophenyl)-1-propanone (677277-64-4)

Guidance literature:

Multi-step reaction with 2 steps

1: (COCl)2; pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 5.97 g / TiCl₄ / CH₂Cl₂ / 60 h / 20 °C

With pyridine; oxalyl dichloride; titanium tetrachloride; In dichloromethane; 2: Friedel-Crafts reaction;

DOI:10.1021/jm040082s

Reference yield:

S-(-)-2-[N-(trifluoroacetyl)amino]-1-(2,5-dimethoxy-4-bromophenyl)-1-propanone (677277-64-4) → N-[(1S,2R)-2-(4-Bromo-2,5-dimethoxy-phenyl)-2-hydroxy-1-methyl-ethyl]-2,2,2-trifluoro-acetamide

Guidance literature:

With Dimethylphenylsilane; trifluoroacetic acid; at 0 ℃; for 2h;

DOI:10.1021/jm040082s

upstream raw materials:

1-bromo-2,5-dimethoxybenzene

(S)-N-trifluoroacetyl-L-alanyl chloride

N-(trifluoroacetyl)-L-alanine

Downstream raw materials:

(1S,2S)-2-Amino-1-(4-bromo-2,5-dimethoxy-phenyl)-propan-1-ol

(1R,2S)-2-Amino-1-(4-bromo-2,5-dimethoxy-phenyl)-propan-1-ol

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