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

Base Information

• Chemical Name: (S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalaninol
• CAS No.: 176239-96-6
• Molecular Formula: C₂₂H₂₉NO₃S
• Molecular Weight: 387.543
• Mol file: 176239-96-6.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalaninol 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:

(S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalanine methyl ester (176239-90-0) → (S)-N-(4-methyl-3-pentenyl)-N-tosylphenylalaninol (176239-96-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 4h; Yield given; 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-tosylphenylalaninol (176239-96-6)

Guidance literature:

Multi-step reaction with 4 steps

1: SOCl₂

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

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

4: LiAlH₄ / diethyl ether / 4 h / Ambient temperature

With lithium aluminium tetrahydride; thionyl chloride; triethylamine; calcium oxide; In diethyl ether; 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-tosylphenylalaninol (176239-96-6)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: LiAlH₄ / diethyl ether / 4 h / Ambient temperature

With lithium aluminium tetrahydride; triethylamine; calcium oxide; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo951482d

upstream raw materials:

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

L-phenylalanine

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

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

Downstream raw materials:

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