(2R)-2-acetamido-3-phenyl-propionic acid

Base Information

• Chemical Name: (2R)-2-acetamido-3-phenyl-propionic acid
• CAS No.: 7782-51-6
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.229
• Mol file: 7782-51-6.mol

Synonyms:(2R)-2-acetamido-3-phenylpropanoic acid;(2R)-2-acetamido-3-phenyl-propanoic acid;(2R)-2-acetamido-3-phenyl-propionic acid

Chemical Property of (2R)-2-acetamido-3-phenyl-propionic acid

Chemical Property:

Purity/Quality:

98%Min ^*data from raw suppliers

N-ACETYL-D-PHENYLALANINE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-acetamido-3-phenyl-propionic acid

There total 7 articles about (2R)-2-acetamido-3-phenyl-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: 100.0%

2-(N-acetylamino)cinnamic acid (55065-02-6,64590-80-3,5469-45-4) → (R)-2-Acetylamino-3-phenyl-propionic acid (2018-61-3,2901-75-9,7782-51-6,10172-89-1)

Guidance literature:

With C₄₂H₆₆O₄P₂Rh⁽¹⁺⁾*CF₃O₃S^(1-); hydrogen; In dichloromethane; at 25 ℃; for 12h; under 3800.26 Torr;

Reference yield: 100.0%

N-acetamido cinnamic acid (55065-02-6,64590-80-3,5469-45-4) → (R)-2-Acetylamino-3-phenyl-propionic acid (2018-61-3,2901-75-9,7782-51-6,10172-89-1)

Guidance literature:

With C₄₂H₆₆O₄P₂Rh⁽¹⁺⁾*CF₃O₃S^(1-); hydrogen; In dichloromethane; at 20 ℃; for 12h; under 3800.26 Torr; enantioselective reaction; Inert atmosphere; Sealed tube; Glovebox;

DOI:10.1002/chem.201304675

Reference yield: 75.0%

N-acetamido cinnamic acid (55065-02-6,64590-80-3,5469-45-4) → (+)-N-acetylphenylalanine (2018-61-3,2901-75-9,7782-51-6,10172-89-1)

Guidance literature:

With +(COD)(S,S)-DIOP>⁺ClO4^-; hydrogen; In ethanol; benzene; at 25 ℃; under 802.6 Torr;

upstream raw materials:

N-acetamido cinnamic acid

2-(N-acetylamino)cinnamic acid

N-acetyl dehydrophenylalanine methyl ester

(R,S)-N-acetyl phenylalanine

Downstream raw materials:

Methyl ester of (+)-N-acetylphenylalanine

2-Acetylamino-3-phenyl-propionyl chloride

Refernces

• 1、 Wang, Xiang-Bo,Goto, Midori,Han, Li-Biao. "Efficient asymmetric hydrogenation of α-acetamidocinnamates through a simple, readily available monodentate chiral H-phosphinate". supporting information. p. 3631 - 3635. Retrieved 2014/04/03.
• 2、 Zhao, Liwen,Liu, Ji,Feng, Yu,He, Yanmei,Fan, Qinghua. "Facile synthesis of chiral diphosphine-containing multiple dendrimeric catalysts for enantioselective hydrogenation". . p. 2009 - 2015,7. Retrieved 2020/09/09.