2-amino-3-(7-methoxy-4-coumaryl)propionic acid

Base Information

• Chemical Name: 2-amino-3-(7-methoxy-4-coumaryl)propionic acid
• CAS No.: 133083-29-1
• Molecular Formula: C₁₃H₁₃NO₅
• Molecular Weight: 263.25
• Mol file: 133083-29-1.mol

Synonyms:2H-1-Benzopyran-4-propanoicacid, a-amino-7-methoxy-2-oxo-, (?à)-

Chemical Property of 2-amino-3-(7-methoxy-4-coumaryl)propionic acid

Chemical Property:

• Vapor Pressure: 3.61E-11mmHg at 25°C
• Boiling Point: 508.6°Cat760mmHg
• Flash Point: 261.4°C
• PSA: 102.76000
• Density: 1.372g/cm³
• LogP: 1.45630

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-amino-3-(7-methoxy-4-coumaryl)propionic acid

There total 3 articles about 2-amino-3-(7-methoxy-4-coumaryl)propionic 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:

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(7-methoxy-2-oxo-2H-chromen-4-yl)propanoic acid (524698-40-6) → 7-methoxycoumarin-4-ylalanine (133083-29-1)

Guidance literature:

With piperidine; In tetrahydrofuran; for 0.25h;

DOI:10.1021/ja2055098

Reference yield:

(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-[(7-methoxy-4-coumaryl)methyl]-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one → 7-methoxycoumarin-4-ylalanine (133083-29-1)

Guidance literature:

With hydrogen; platinum(II) chloride; In tetrahydrofuran; for 24h; under 2585.74 Torr;

DOI:10.1016/S0957-4166(00)00459-6

Reference yield:

4-(bromomethyl)-7-methoxycoumarin (35231-44-8) → 7-methoxycoumarin-4-ylalanine (133083-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 2 h / -78 °C

2: H₂ / PtCl₂ / tetrahydrofuran / 24 h / 2585.74 Torr

With hydrogen; sodium hexamethyldisilazane; platinum(II) chloride; In tetrahydrofuran;

DOI:10.1016/S0957-4166(00)00459-6

upstream raw materials:

4-(bromomethyl)-7-methoxycoumarin

(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(7-methoxy-2-oxo-2H-chromen-4-yl)propanoic acid

Downstream raw materials:

(S)-(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-3-yl 2-((tert-butoxycarbonyl)amino)-3-(7-methoxy-2-oxo-2H-chromen-4-yl)propanoate

Refernces

• 1、 Kele, Peter,Sui, Guodong,Huo, Qun,Leblanc, Roger M.. "Highly enantioselective synthesis of a fluorescent amino acid". . p. 4959 - 4963. Retrieved 2000.
• 2、 Goldberg, Jacob M.,Chen, Xing,Meinhardt, Nataline,Greenbaum, Doron C.,Petersson, E. James. "Thioamide-based fluorescent protease sensors". supporting information. p. 2086 - 2093. Retrieved 2014/03/21.