-L-phenylalanine

Base Information

• Chemical Name: -L-phenylalanine
• CAS No.: 76499-12-2
• Molecular Formula: C₁₇H₂₄N₂O₄S
• Molecular Weight: 352.455

Synonyms:-L-phenylalanine

Chemical Property of -L-phenylalanine

Chemical Property:

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Technology Process of -L-phenylalanine

There total 3 articles about -L-phenylalanine 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: 94.0%

(N-Formyl-S-tert-butyl-L-cysteinyl)-L-phenylalanine Methyl Ester (76499-08-6) → -L-phenylalanine (76499-12-2)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; for 2h; Ambient temperature;

DOI:10.1021/jo00322a024

Reference yield:

S-tert-Butyl-N-acetyl-L-cysteine hydrochloride (2481-09-6) → -L-phenylalanine (76499-12-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / CH₃COONa / acetic anhydride / 1 h / 0 °C

2: 92 percent / Triethylamine, Diphenylphosphoryl azide (DPPA) / dimethylformamide / 1.) 0 deg C, 3 h, 2.) room temperature, 20 h

3: 94 percent / 2 N NaOH / dioxane; H₂O / 2 h / Ambient temperature

With sodium hydroxide; diphenylphosphoranyl azide; sodium acetate; triethylamine; In 1,4-dioxane; water; acetic anhydride; N,N-dimethyl-formamide;

DOI:10.1021/jo00322a024

Reference yield:

N-Formyl-S-tert-butyl-L-cysteine (65798-30-3) → -L-phenylalanine (76499-12-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / Triethylamine, Diphenylphosphoryl azide (DPPA) / dimethylformamide / 1.) 0 deg C, 3 h, 2.) room temperature, 20 h

2: 94 percent / 2 N NaOH / dioxane; H₂O / 2 h / Ambient temperature

With sodium hydroxide; diphenylphosphoranyl azide; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo00322a024

upstream raw materials:

(N-Formyl-S-tert-butyl-L-cysteinyl)-L-phenylalanine Methyl Ester

N-Formyl-S-tert-butyl-L-cysteine

S-tert-Butyl-N-acetyl-L-cysteine hydrochloride

Downstream raw materials:

-L-cysteinyl>-L-phenylalanine

N,N-Bis(formyl-L-cystinyl)-di-L-phenylalanine

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