D-Phenylalaninamide

Base Information

• Chemical Name: D-Phenylalaninamide
• CAS No.: 5241-59-8
• Molecular Formula: C₉H₁₂N₂O
• Molecular Weight: 164.207
• European Community (EC) Number: 875-164-7
• UNII: AK86OOL9GU
• DSSTox Substance ID: DTXSID70426470
• Nikkaji Number: J353.966K
• Wikidata: Q82239379
• Mol file: 5241-59-8.mol

Synonyms:5241-59-8;D-Phenylalaninamide;H-D-PHE-NH2;(R)-2-Amino-3-phenylpropanamide;D-phenylalanine amide;(2R)-2-amino-3-phenylpropanamide;(2R)-2-Amino-3-phenylpropionyl Amide;Phenylalaninamide, D-;AK86OOL9GU;(R)-2-Amino-3-phenylpropionamide;MFCD00077152;UNII-AK86OOL9GU;Benzenepropanamide, alpha-amino-, (alphaR)-;H-D-Phe-NH2, AldrichCPR;SCHEMBL353251;BDBM36093;DTXSID70426470;OBSIQMZKFXFYLV-MRVPVSSYSA-N;AKOS017461653;AS-56294;CS-0149997;F10920;EN300-2486841;A870989;BENZENEPROPANAMIDE, .ALPHA.-AMINO-, (.ALPHA.R)-;Z933616656;W2O

Chemical Property of D-Phenylalaninamide

Chemical Property:

• PSA: 69.11000
• LogP: 1.44230
• Storage Temp.: -15°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 164.094963011
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

99% ^*data from raw suppliers

(2R)-2-Amino-3-phenylpropionylAmide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)N)N
• Isomeric SMILES: C1=CC=C(C=C1)C[C@H](C(=O)N)N

Technology Process of D-Phenylalaninamide

There total 24 articles about D-Phenylalaninamide 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: 90.0%

(2R,3S)-(-)-3-phenylaziridine-2-carboxamide → 3-phenylpropionamide (102-93-2) + D-Phenylalaninamide (5241-58-7,5241-59-8,17193-31-6,60058-39-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 2.5h;

DOI:10.1021/jo101377j

Reference yield: 86.0%

D-phenylalanine methyl ester hydrochloride (13033-84-6) → D-Phenylalaninamide (5241-58-7,5241-59-8,17193-31-6,60058-39-1)

Guidance literature:

With ammonium hydroxide; at 20 ℃; for 12h;

Reference yield: 77.0%

D-phenylalanine methyl ester (21685-51-8) → D-Phenylalaninamide (5241-58-7,5241-59-8,17193-31-6,60058-39-1)

Guidance literature:

With ammonia; Ambient temperature;

upstream raw materials:

phenylalanine amide hydrochloride

D-phenylalanine methyl ester

D-phenylalanine methyl ester hydrochloride

(-)-1-<(1-cyano-2-phenylethyl)amino>-2R-methyl-5R-(1-methylethenyl)cyclohexane-1R,3R-dicarbonitrile

Downstream raw materials:

methyl ester of malonyl-D-phenylalanine amide

L-phenylalanine

(R)-tert-butyl (1-amino-1-oxo-3-phenylpropan-2-yl)carbamate

N-(1-oxyl-4'-demethyl-4-deoxypodophyllic)-D-phenylalanine amide

Refernces

• 1、 Cianni, Lorenzo,Lemke, Carina,Gilberg, Erik,Feldmann, Christian,Rosini, Fabiana,Rocho, Fernanda Dos Reis,Ribeiro, Jean F. R.,Tezuka, Daiane Y.,Lopes, Carla D.,de Albuquerque, Sérgio,Bajorath, Jürgen,Laufer, Stefan,Leit?o, Andrei,Gütschow, Michael,Montanariid, Carlos A.. "Mapping the s1 and s1’ subsites of cysteine proteases with new dipeptidyl nitrile inhibitors as trypanocidal agents". . . Retrieved 2020/04/24.
• 2、 Nojiri, Masutoshi,Taoka, Naoaki,Yasohara, Yoshihiko. "Characterization of an enantioselective amidase from Cupriavidus sp. KNK-J915 (FERM BP-10739) useful for enzymatic resolution of racemic 3-piperidinecarboxamide". . p. 136 - 142. Retrieved 2014/12/10.