(2S)-3-[4-(methyloxy)phenyl]-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid

Base Information

• Chemical Name: (2S)-3-[4-(methyloxy)phenyl]-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid
• CAS No.: 118171-80-5
• Molecular Formula: C₁₉H₂₁NO₅
• Molecular Weight: 343.379
• Mol file: 118171-80-5.mol

Synonyms:(2S)-3-[4-(methyloxy)phenyl]-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid

Chemical Property of (2S)-3-[4-(methyloxy)phenyl]-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-3-[4-(methyloxy)phenyl]-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid

There total 7 articles about (2S)-3-[4-(methyloxy)phenyl]-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid 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: 89.0%

(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-(4-methoxy-phenyl)-propionic acid methyl ester (192211-84-0) → (2S)-3-[4-(methyloxy)phenyl]-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid (118171-80-5)

Guidance literature:

With sodium hydroxide; In methanol; water;

DOI:10.1080/00397911.2011.618284

Reference yield: 84.0%

phenylmethyl (4S)-4-{[4-(methyloxy)phenyl]methyl}-5-oxo-1,3-oxazolidine-3-carboxylate (922706-00-1) → (2S)-3-[4-(methyloxy)phenyl]-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid (118171-80-5)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane;

DOI:10.1002/hlca.200690235

Reference yield: 82.0%

Z-L-Tyr-OH (1164-16-5) + dimethyl sulfate (77-78-1) → (2S)-3-[4-(methyloxy)phenyl]-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid (118171-80-5)

Guidance literature:

With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1021/ja00177a030

upstream raw materials:

(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-(4-methoxy-phenyl)-propionic acid methyl ester

Z-L-Tyr-OH

dimethyl sulfate

phenylmethyl (4S)-4-{[4-(methyloxy)phenyl]methyl}-5-oxo-1,3-oxazolidine-3-carboxylate

Downstream raw materials:

Z-N,O-dimethyltyrosine-O-Boc-threonine-OSEM

Boc-(R)-MeLeu-(S)-Thr[Z-(S)-MeTyr(Me)]-(3S,4R,5S)-Ist(TBDMS)-OTce

(2S,3R)-3-[(S)-2-(Benzyloxycarbonyl-methyl-amino)-3-(4-methoxy-phenyl)-propionyloxy]-2-tert-butoxycarbonylamino-butyric acid 2-trimethylsilanyloxy-ethoxymethyl ester

phenylmethyl ((1S)-3-diazo-1-{[4-(methyloxy)phenyl]methyl}-2-oxopropyl)methylcarbamate