(S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalanine methyl ester

Base Information

• Chemical Name: (S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalanine methyl ester
• CAS No.: 176239-90-0
• Molecular Formula: C₂₃H₂₉NO₄S
• Molecular Weight: 415.554
• Mol file: 176239-90-0.mol

Synonyms:(S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalanine methyl ester

Chemical Property of (S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalanine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalanine methyl ester

There total 3 articles about (S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalanine 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: 90.0%

p-toluenesulfonyl chloride (98-59-9) + (S)-N-(4-methyl-3-pentenyl)phenylalanine methyl ester (176239-74-0) → (S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalanine methyl ester (176239-90-0)

Guidance literature:

With triethylamine; In dichloromethane; for 22h; Ambient temperature;

DOI:10.1021/jo951482d

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalanine methyl ester (176239-90-0)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂

2: 60 percent / CaO / dimethylformamide / 62 h / 60 °C

3: 90 percent / Et₃N / CH₂Cl₂ / 22 h / Ambient temperature

With thionyl chloride; triethylamine; calcium oxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo951482d

Reference yield:

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) → (S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalanine methyl ester (176239-90-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / CaO / dimethylformamide / 62 h / 60 °C

2: 90 percent / Et₃N / CH₂Cl₂ / 22 h / Ambient temperature

With triethylamine; calcium oxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo951482d

upstream raw materials:

p-toluenesulfonyl chloride

(S)-N-(4-methyl-3-pentenyl)phenylalanine methyl ester

L-phenylalanine

methyl (2S)-2-amino-3-phenylpropanoate

Downstream raw materials:

(S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalaninol

N-{(S)-1-[(E)-Benzylimino-methyl]-2-phenyl-ethyl}-4-methyl-N-(4-methyl-pent-3-enyl)-benzenesulfonamide