N-(tert-Butyloxycarbonyl)-4-(diethoxyphosphono)-DL-phenylalanine methyl ester

Base Information

• Chemical Name: N-(tert-Butyloxycarbonyl)-4-(diethoxyphosphono)-DL-phenylalanine methyl ester
• CAS No.: 132067-42-6
• Molecular Formula: C₁₉H₃₀NO₇P
• Molecular Weight: 415.423
• Mol file: 132067-42-6.mol

Synonyms:N-(tert-Butyloxycarbonyl)-4-(diethoxyphosphono)-DL-phenylalanine methyl ester

Chemical Property of N-(tert-Butyloxycarbonyl)-4-(diethoxyphosphono)-DL-phenylalanine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-(tert-Butyloxycarbonyl)-4-(diethoxyphosphono)-DL-phenylalanine methyl ester

There total 4 articles about N-(tert-Butyloxycarbonyl)-4-(diethoxyphosphono)-DL-phenylalanine methyl ester 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: 78.0%

methyl (±)-3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoate (132067-41-5) + phosphonic acid diethyl ester (762-04-9) → N-(tert-Butyloxycarbonyl)-4-(diethoxyphosphono)-DL-phenylalanine methyl ester (132067-42-6)

Guidance literature:

With triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 90 ℃; for 12h;

DOI:10.1016/S0040-4020(01)90076-6

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-(tert-Butyloxycarbonyl)-4-(diethoxyphosphono)-DL-phenylalanine methyl ester (132067-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 3.5 g / NEt₃ / dimethylformamide

2: 63 percent / 25percent NaOH, HMPA / 3 h / Ambient temperature

3: 78 percent / NEt₃ / Pd(PPh₃)4 / toluene / 12 h / 90 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)90076-6

Reference yield:

p-bromo-DL-phenylalanine (14091-15-7) → N-(tert-Butyloxycarbonyl)-4-(diethoxyphosphono)-DL-phenylalanine methyl ester (132067-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 3.5 g / NEt₃ / dimethylformamide

2: 63 percent / 25percent NaOH, HMPA / 3 h / Ambient temperature

3: 78 percent / NEt₃ / Pd(PPh₃)4 / toluene / 12 h / 90 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)90076-6

upstream raw materials:

methyl (±)-3-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)propanoate

phosphonic acid diethyl ester

di-tert-butyl dicarbonate

N-(tert-Butyloxycarbonyl)-4-bromo-DL-phenylalanine

Downstream raw materials:

4-Phosphono-DL-phenylalanine