(S)-α-<<(1,1-dimethylethoxy)carbonyl>amino>-4-(2-propenyl)benzenepropanoic acid phenylmethylester

Base Information

• Chemical Name: (S)-α-<<(1,1-dimethylethoxy)carbonyl>amino>-4-(2-propenyl)benzenepropanoic acid phenylmethylester
• CAS No.: 123993-25-9
• Molecular Formula: C₂₄H₂₉NO₄
• Molecular Weight: 395.499
• Mol file: 123993-25-9.mol

Synonyms:(S)-α-<<(1,1-dimethylethoxy)carbonyl>amino>-4-(2-propenyl)benzenepropanoic acid phenylmethylester

Chemical Property of (S)-α-<<(1,1-dimethylethoxy)carbonyl>amino>-4-(2-propenyl)benzenepropanoic acid phenylmethylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-α-<<(1,1-dimethylethoxy)carbonyl>amino>-4-(2-propenyl)benzenepropanoic acid phenylmethylester

There total 2 articles about (S)-α-<<(1,1-dimethylethoxy)carbonyl>amino>-4-(2-propenyl)benzenepropanoic acid phenylmethylester 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: 91.0%

N-tert.-butoxycarbonyl-(4-trifluoromethanesulfonyloxy)-L-phenylalanine benzyl ester (123993-20-4) + allyltributylstanane (24850-33-7) → (S)-2-tert-Butoxycarbonylamino-3-[((E)-4-propenyl)-phenyl]-propionic acid benzyl ester + (S)-α-<<(1,1-dimethylethoxy)carbonyl>amino>-4-(2-propenyl)benzenepropanoic acid phenylmethylester (123993-25-9)

Guidance literature:

With lithium chloride; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 90 - 95 ℃; for 0.666667h;

DOI:10.1021/jo00290a021

Reference yield:

N-tert-butoxycarbonyl-L-tyrosine benzyl ester (19391-35-6) → (S)-α-<<(1,1-dimethylethoxy)carbonyl>amino>-4-(2-propenyl)benzenepropanoic acid phenylmethylester (123993-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / triethylamine / CH₂Cl₂ / 1) 0 deg C, 1 h, 2) up to RT, over 1 h

2: 91 percent / LiCl / bis(triphenylphosphine)palladium dichloride / dimethylformamide / 0.67 h / 90 - 95 °C

With triethylamine; lithium chloride; bis-triphenylphosphine-palladium(II) chloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00290a021

upstream raw materials:

N-tert.-butoxycarbonyl-(4-trifluoromethanesulfonyloxy)-L-phenylalanine benzyl ester

allyltributylstanane

N-tert-butoxycarbonyl-L-tyrosine benzyl ester