Production Method 1

82732-07-8

82795-51-5

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ;  3 h, rt
1.2 Reagents: Sodium carbonate Solvents: Water ;  pH 9

Reference

In vitro synthesis of new cyclodepsipeptides of the PF1022-type: probing the α-D-hydroxy acid tolerance of PF1022 synthetase

Mueller, Jane; et al, ChemBioChem, 2009, 10(2), 323-328

Production Method 2

87-69-4

82795-51-5

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Acetic acid ;  3 d, 0.4 MPa, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  1 h, 50 °C
1.3 Reagents: Ammonium hydroxide ;  pH 4.8

Reference

Optical resolution of ethyl 2-(benzylamino)-4-oxo-4-phenylbutanoate with tartaric acid. A practical synthesis of D-homophenylalanine

Berkes, D.; et al, Chemical Papers, 2003, 57(5), 350-354

Production Method 3

119838-20-9

82795-51-5

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane
1.2 Reagents: Acetic acid ,  Hydrochloric acid ,  Dowex 50W Solvents: Water

Reference

Resolution and use in α-amino acid synthesis of imidazolidinone glycine derivatives

Fitzi, Robert; et al, Tetrahedron, 1988, 44(17), 5277-92

Production Method 4

120379-81-9

82795-51-5

Reaction Conditions

1.1 Catalysts: Pseudomonas

Reference

Microbial manufacture of D-homophenylalanine from benzylmethylhydantoin

, Japan, , ,

Production Method 5

60505-02-4

82795-51-5

Reaction Conditions

1.1 -
2.1 Reagents: Hydrochloric acid

Reference

Studies on angiotensin converting enzyme inhibitors. VI. Synthesis and angiotensin converting enzyme inhibitory activities of the dicarboxylic acid derivative of imidapril and its diastereoisomers

Kubota, Hitoshi; et al, Chemical & Pharmaceutical Bulletin, 1992, 40(6), 1619-22

Production Method 6

119838-44-7

82795-51-5

Reaction Conditions

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran
1.2 Solvents: Tetrahydrofuran
2.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane
2.2 Reagents: Acetic acid ,  Hydrochloric acid ,  Dowex 50W Solvents: Water

Reference

Resolution and use in α-amino acid synthesis of imidazolidinone glycine derivatives

Fitzi, Robert; et al, Tetrahedron, 1988, 44(17), 5277-92

Production Method 7

623-49-4

82795-51-5

Reaction Conditions

1.1 Catalysts: Diisopropylamine ,  1505522-09-7 Solvents: Toluene ;  15 min, -40 °C; 45 min, -40 °C
2.1 Reagents: Trifluoroacetic acid ,  Hydrochloric acid Solvents: Water ;  18 h, rt → 80 °C; 80 °C → rt
2.2 Reagents: Sodium hydroxide Solvents: Water ;  pH 6 - 7, 5 °C

Reference

Catalysis of Enantioselective Strecker Reaction in the Synthesis of D-Homophenylalanine Using Recyclable, Chiral, Macrocyclic MnIII-Salen Complexes

Saravanan, S.; et al, ChemCatChem, 2013, 5(6), 1374-1385

Production Method 8

82795-51-5

Reaction Conditions

1.1 Solvents: Ethanol ;  rt
1.2 Solvents: Diethyl ether ;  24 - 30 h, -15 °C
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Acetic acid ;  3 d, 0.4 MPa, rt
2.2 Reagents: Hydrochloric acid Solvents: Water ;  1 h, 50 °C
2.3 Reagents: Ammonium hydroxide ;  pH 4.8

Reference

Optical resolution of ethyl 2-(benzylamino)-4-oxo-4-phenylbutanoate with tartaric acid. A practical synthesis of D-homophenylalanine

Berkes, D.; et al, Chemical Papers, 2003, 57(5), 350-354

Production Method 9

85808-34-0

82795-51-5

Reaction Conditions

1.1 Reagents: Pyridoxal 5′-phosphate Catalysts: 2-Aminohexano-6-lactam racemase ,  D-Amino acid amidase Solvents: Water ;  12 h, pH 8, 40 °C

Reference

Enzymatic Synthesis of Chiral Phenylalanine Derivatives by a Dynamic Kinetic Resolution of Corresponding Amide and Nitrile Substrates with a Multi-Enzyme System

Yasukawa, Kazuyuki; et al, Advanced Synthesis & Catalysis, 2012, 354(17), 3327-3332

Production Method 10

63393-59-9

82795-51-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid

Reference

Studies on angiotensin converting enzyme inhibitors. VI. Synthesis and angiotensin converting enzyme inhibitory activities of the dicarboxylic acid derivative of imidapril and its diastereoisomers

Kubota, Hitoshi; et al, Chemical & Pharmaceutical Bulletin, 1992, 40(6), 1619-22

Production Method 11

63393-59-9

82795-51-5

Reaction Conditions

1.1 Reagents: Hydrochloric acid

Reference

preparation of optically active homophenylalanine by optical resolution via diastereomeric salts of racemic acetylhomophenylalanine

, Japan, , ,

Production Method 12

82795-51-5

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid ,  Hydrochloric acid Solvents: Water ;  18 h, rt → 80 °C; 80 °C → rt
1.2 Reagents: Sodium hydroxide Solvents: Water ;  pH 6 - 7, 5 °C

Reference

Catalysis of Enantioselective Strecker Reaction in the Synthesis of D-Homophenylalanine Using Recyclable, Chiral, Macrocyclic MnIII-Salen Complexes

Saravanan, S.; et al, ChemCatChem, 2013, 5(6), 1374-1385

Production Method 13

82795-51-5

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ;  1 atm, rt

Reference

The first highly enantioselective alkynylation of chloral: A practical and efficient pathway to chiral trichloromethyl propargyl alcohols

Jiang, Biao; et al, Advanced Synthesis & Catalysis, 2004, 346(6), 669-674

Production Method 14

1012-05-1

82795-51-5

Reaction Conditions

1.1 Reagents: Oxygen ;  46 h, rt

Reference

Enantioselective scavenging using homogenate of Rhodotorula graminis: a facile preparation of D-amino acid derivatives in enantiopure form

Zhang, Zizhang, Tetrahedron Letters, 2008, 49(45), 6468-6470

Production Method 15

124044-66-2

82795-51-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Water

Reference

Lipase-catalyzed kinetic resolution of ethyl D,L-2-amino-4-phenylbutyrate by hydrolysis

Houng, Jer-Ying; et al, Biotechnology Techniques, 1996, 10(5), 353-358

Production Method 16

124044-66-2

82795-51-5

Reaction Conditions

Reference

Enzymes in organic synthesis: use of subtilisin and a highly stable mutant derived from multiple site-specific mutations

Wong, Chi Huey; et al, Journal of the American Chemical Society, 1990, 112(3), 945-53

Production Method 17

141318-72-1

82795-51-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Water ;  2 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  3 h, reflux

Reference

Ionic liquids: Highly effective medium for enantiopure amino acids via enzymatic resolution

Malhotra, Sanjay V.; et al, ACS Symposium Series, 2005, 902, 111-123

Production Method 18

60505-02-4

82795-51-5

Reaction Conditions

1.1 Catalysts: (+)-Phenylethylamine

Reference

preparation of optically active homophenylalanine by optical resolution via diastereomeric salts of racemic acetylhomophenylalanine

, Japan, , ,

Production Method 19

710-11-2

82795-51-5

Reaction Conditions

1.1 Reagents: Sodium hydroxide ,  Ammonium chloride Solvents: Water ;  pH 7.0 - 7.5, 30 °C

Reference

Rational identification of a high catalytic efficiency leucine dehydrogenase and process development for efficient synthesis of L-phenylglycine

Meng, Xiangqi; et al, Biotechnology Journal, 2023, 18(5),

Production Method 20

710-11-2

82795-51-5

Reaction Conditions

1.1 Reagents: D-Glutamine ,  Ammonium sulfate Catalysts: D-Amino acid aminotransferase Solvents: Water ;  24 h, pH 8, rt

Reference

Enantioselective Synthesis of D- and L-α-Amino Acids by Enzymatic Transamination Using Glutamine as Smart Amine Donor

Heuson, Egon; et al, Advanced Synthesis & Catalysis, 2019, 361(4), 778-785

Production Method 21

82795-51-5

Reaction Conditions

1.1 Reagents: Sodium bicarbonate Catalysts: Subtilisin Solvents: Water ,  N-Ethylpyridinium trifluoroacetate ;  24 h, pH 8, 25 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 2 - 3, rt; rt → reflux; 3 h, reflux
2.1 Reagents: Sodium hydroxide Solvents: Water ;  2 h, rt
2.2 Reagents: Hydrochloric acid Solvents: Water ;  3 h, reflux

Reference

Ionic liquids: Highly effective medium for enantiopure amino acids via enzymatic resolution

Malhotra, Sanjay V.; et al, ACS Symposium Series, 2005, 902, 111-123

D-Homophenylalanine Raw materials

• 2-Oxo-4-phenylbutanoic Acid
• 2-amino-4-phenyl-butanoic acid
• Benzenebutanoic acid, α-(acetylamino)-, ethyl ester, (αR)-
• Acetyl-d-homophenylalanine
• L(+)-Tartaric acid
• 2-Amino-4-phenylbutanamide
• 2-ethoxy-2-oxoacetonitrile
• (R)-1-Boc-2-tert-butyl-3-methylimidazolidin-4-one
• 2-acetamido-4-phenylbutanoic acid
• D-Homophenylalanine ethyl ester
• Boc-D-Homophenylalanine
• 1-Imidazolidinecarboxylic acid, 2-(1,1-dimethylethyl)-3-methyl-4-oxo-5-(2-phenylethyl)-, 1,1-dimethylethyl ester, (2R-trans)- (9CI)
• 5-(2-phenylethyl)imidazolidine-2,4-dione

D-Homophenylalanine Preparation Products

• D-Homophenylalanine (82795-51-5)

• 1. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
• 2. Fe(iii)-mediated isomerization of α,α-diarylallylic alcohols to ketones via radical 1,2-aryl migration?
  Ziyang Deng,Changwei Chen,Sunliang Cui RSC Adv., 2016,6, 93753-93755
• 3. Evidence of field induced slow magnetic relaxation in cis-[Co(hfac)2(H2O)2] exhibiting tri-axial anisotropy with a negative axial component?
  Denis V. Korchagin,Elena A. Yureva,Alexander V. Akimov,Eugenii Ya. Misochko,Gennady V. Shilov,Artem D. Talantsev,Roman B. Morgunov,Alexander A. Shakin,Sergey M. Aldoshin,Boris S. Tsukerblat Dalton Trans., 2017,46, 7540-7548
• 4. Fe/S-Catalyzed synthesis of 2-benzoylbenzoxazoles and 2-quinolylbenzoxazoles via redox condensation of o-nitrophenols with acetophenones and methylquinolines?
  Thi Thu Tram Nguyen,Thanh Binh Nguyen Org. Biomol. Chem., 2021,19, 6015-6020
• 5. Establishing plasmon contribution to chemical reactions: alkoxyamines as a thermal probe?
  Olga Guselnikova,Gérard Audran,Jean-Patrick Joly,Andrii Trelin,Evgeny V. Tretyakov,Vaclav Svorcik,Oleksiy Lyutakov,Sylvain R. A. Marque Chem. Sci., 2021,12, 4154-4161

• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Amino acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

• 1991-87-3(4-Methyl-L-phenylalanine)
• 1012-05-1(2-amino-4-phenyl-butanoic acid)
• 56-45-1(L-Serine)
• 943-80-6(p-Amino-L-phenylalanine)
• 949-99-5((2S)-2-amino-3-(4-nitrophenyl)propanoic acid)
• 63-91-2(L-Phenylalanine)
• 63-68-3(L-Methionine)
• 1676-73-9(L-Glutamate-γ-benzyl ester)
• 673-06-3(D-Phenylalanine)
• 150-30-1(DL-3-Phenylalanine)