Product Name

  • Name

    L-Homophenylalanine

  • EINECS 213-403-3
  • CAS No. 943-73-7
  • Article Data52
  • CAS DataBase
  • Density 1.164 g/cm3
  • Solubility
  • Melting Point >300 °C(lit.)
  • Formula C10H13NO2
  • Boiling Point 324.8 °C at 760 mmHg
  • Molecular Weight 179.219
  • Flash Point 150.2 °C
  • Transport Information
  • Appearance white solid
  • Safety 22-24/25
  • Risk Codes  Xi:;
  • Molecular Structure Molecular Structure of 943-73-7 (L-Homophenylalanine)
  • Hazard Symbols IrritantXi
  • Synonyms L-g-Phenylbutyrine;L-Home-phenylalanine;(S)-2-Amino-4-Phenylbutanoic Acid;H-HomoPhe-OH;Benzenebutanoicacid, a-amino-, (S)-;Butyric acid,2-amino-4-phenyl-, L- (8CI);(+)-Homophenylalanine;(2S)-2-Amino-4-phenylbutanoic acid;L-2-Amino-4-phenylbutyric acid;
  • PSA 63.32000
  • LogP 1.73140

Synthetic route

S-2-amino-4-carbonyl-4-phenylbutyric acid hydrochloride

S-2-amino-4-carbonyl-4-phenylbutyric acid hydrochloride

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In hydrogenchloride at 55℃; under 760 Torr;100%
With hydrogenchloride; palladium 10% on activated carbon; hydrogen In water at 90℃; under 1500.15 Torr;92%
With hydrogen; acetic acid; palladium on activated charcoal In water at 20℃; for 6h;
methyl (2S)-4-phenyl-2-(trichloromethylcarbonylamino)butanoate
1239710-15-6

methyl (2S)-4-phenyl-2-(trichloromethylcarbonylamino)butanoate

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With hydrogenchloride; water for 20h; Inert atmosphere; Reflux;100%
2-oxo-4-phenylbutyric acid
710-11-2

2-oxo-4-phenylbutyric acid

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With formate dehydrogenase; NAD; ammonium formate at 30℃; for 24h; PheDH;99%
With formate dehydrogenase; ammonium formate; β-nicotinamide adenine dinucleotide reduced In aq. buffer at 30℃; for 24h; pH=8.5; Enzymatic reaction;80%
With L-phenylalanine; phenylalanine dehydrogenase; pyridoxal 5'-phosphate; alcohol dehydrogenases from Bacillus stearothermophilus; aromatic aminotransferase; NADH In isopropyl alcohol at 35℃; for 2h; pH=8; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;60.3%
With glucose dehydrogenase; ammonium sulfate; D-glucose; NADP+-specific glutamate dehydrogenase from Pseudomonas putida, K402F mutant; nicotinamide adenine dinucleotide phosphate In aq. buffer at 35℃; pH=7.5; Reagent/catalyst; Green chemistry; Enzymatic reaction; enantioselective reaction;n/a
(RS)-homophenylalaninamide hydrochloride
422511-01-1

(RS)-homophenylalaninamide hydrochloride

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With pyridoxal 5'-phosphate monohydrate; cobalt(II) chloride In aq. buffer at 40℃; for 12h; pH=7.0; Enzymatic reaction;99%
L-(+)-homophenylalanine hydrochloride

L-(+)-homophenylalanine hydrochloride

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With sodium carbonate In methanol for 0.0833333h;98%
(S)-2-Azido-4-phenyl-butyric acid
139040-47-4

(S)-2-Azido-4-phenyl-butyric acid

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate under 760 Torr; for 13h;92%
With hydrogen; palladium on activated charcoal In methanol
(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(2'-oxo-2'-phenylethyl)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one
100516-57-2

(3S,5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(2'-oxo-2'-phenylethyl)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

A

D-homophenylalanine
943-73-7

D-homophenylalanine

B

D-homophenylalanine
82795-51-5

D-homophenylalanine

Conditions
ConditionsYield
With hydrogen; palladium dichloride In tetrahydrofuran; ethanol under 2068.6 Torr; for 34h; Yields of byproduct given;A 91%
B n/a
C10H12N2O4

C10H12N2O4

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With 10 wt% Pd(OH)2 on carbon; hydrogen In ethanol; water at 65℃;91%
homophenylalanine sodium salt
108960-95-8

homophenylalanine sodium salt

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In water89.6%
C18H21NO3

C18H21NO3

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With 20% palladium hydroxide-activated charcoal; hydrogen In methanol at 45℃; under 760.051 Torr; for 7h; Reagent/catalyst; Inert atmosphere; Green chemistry;85%
2-(acetylamino)-4-phenylbutanoic acid
5440-40-4

2-(acetylamino)-4-phenylbutanoic acid

A

D-homophenylalanine
943-73-7

D-homophenylalanine

B

(2R)-N-acetyl-2-amino-4-phenylbutyric acid
5440-40-4, 60505-02-4, 96613-91-1, 63393-59-9

(2R)-N-acetyl-2-amino-4-phenylbutyric acid

Conditions
ConditionsYield
With L-aminoacylase; cobalt(II) chloride In aq. buffer at 20 - 38℃; for 1h; pH=7.5; Inert atmosphere; Resolution of racemate; Enzymatic reaction; enantioselective reaction;A 39%
B 51%
With sodium hydroxide; potassium phosphate buffer; beef kidney acetone; CoCl2 at 37℃; for 24h; pH=7.5; Enzymatic reaction;A 41%
B 37.5%
With aminoacylase from Aspergillus oryzae; cobalt(II) chloride In water at 37℃; for 34h;A 38%
B 37%
With cobalt(II) chloride at 30℃; pH=8; aq. phosphate buffer; Resolution of racemate; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;
(3aS,7S)-2,7-Diphenyl-tetrahydro-isoxazolo[3,2-c][1,4]oxazin-4-one

(3aS,7S)-2,7-Diphenyl-tetrahydro-isoxazolo[3,2-c][1,4]oxazin-4-one

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In 1,4-dioxane; trifluoroacetic acid under 3102.89 Torr;50%
4-Phenylbutyric acid
1821-12-1

4-Phenylbutyric acid

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
Stage #1: 4-Phenylbutyric acid With P450CLA; dihydrogen peroxide In aq. phosphate buffer; ethanol at 20℃; for 20h; pH=7; Enzymatic reaction;
Stage #2: With D-HIC-DH; L-HIC-DH; L-Phe-DH; NAD; ammonium carbonate; ammonium chloride In aq. phosphate buffer; ethanol at 20℃; for 24h; pH=8; Enzymatic reaction; enantioselective reaction;
48%
Stage #1: 4-Phenylbutyric acid With P450CLA; dihydrogen peroxide In aq. phosphate buffer; ethanol at 20℃; for 24h; pH=7; Enzymatic reaction;
Stage #2: With D-isocaproate dehydrogenase from Lactobacillus confuses; L-isocaproate dehydrogenase from Lactobacillus confuses; L-phenylalanine dehydrogenase from Rhodococcus sp.; NAD; ammonium carbonate; ammonium chloride In aq. phosphate buffer; ethanol for 24h; pH=8; Enzymatic reaction; enantioselective reaction;
48%
(R)-2-Acetamido-4-phenylbutansaeure
96613-91-1

(R)-2-Acetamido-4-phenylbutansaeure

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With hydrogenchloride
With phosphoric acid
1-styrenyloxytrimethylsilane
13735-81-4

1-styrenyloxytrimethylsilane

(5S,6R)-3-Bromo-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester
100570-94-3

(5S,6R)-3-Bromo-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With hydrogen; zinc(II) chloride; palladium dichloride 1.) THF, 25 deg C, 2.) EtOH, 25 deg C, p= 20 psi; Yield given. Multistep reaction;
2-(acetylamino)-4-phenylbutanoic acid
5440-40-4

2-(acetylamino)-4-phenylbutanoic acid

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With CoCl2 In water at 37℃; for 72h; aminoacylase (from Aspergillus oryzae); pH 7;
With aminoacylase I from Aspergillus melleus; Tris buffer In water at 25℃; pH=7.5;
benzyl chloride
100-44-7

benzyl chloride

[(S)-2-N-(N-benzylprolyl)aminobenzophenone-Δ-Ala]Ni(II)

[(S)-2-N-(N-benzylprolyl)aminobenzophenone-Δ-Ala]Ni(II)

A

D-homophenylalanine
943-73-7

D-homophenylalanine

B

D-homophenylalanine
82795-51-5

D-homophenylalanine

Conditions
ConditionsYield
With hydrogenchloride; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride Product distribution; various alkyl halides, stereoselective addition;
-2-<(benzyloxycarbonyl)amino>-4-phenyl-3-butenoic acid
212832-72-9

-2-<(benzyloxycarbonyl)amino>-4-phenyl-3-butenoic acid

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol for 4h; Ambient temperature;
[(E)-(S)-1-((S)-1,2-Dihydroxy-ethyl)-3-phenyl-allyl]-carbamic acid tert-butyl ester
201852-41-7

[(E)-(S)-1-((S)-1,2-Dihydroxy-ethyl)-3-phenyl-allyl]-carbamic acid tert-butyl ester

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile
benzyl 2-amino-4-phenylbutanoate

benzyl 2-amino-4-phenylbutanoate

A

D-homophenylalanine
943-73-7

D-homophenylalanine

B

D-homophenylalanine
82795-51-5

D-homophenylalanine

Conditions
ConditionsYield
With Alcalase; water In tert-butyl alcohol at 25℃; for 0.3h; pH=8.5; kinetic resolution; Title compound not separated from byproducts;
(+-)-2-amino-4-phenyl-butyric acid amide

(+-)-2-amino-4-phenyl-butyric acid amide

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With aminopeptidase-substance from pig's-kidneys; water; manganese(ll) chloride at 38℃; pH 7.5;
(S)-2-acetamido-4-phenylbutyric acid ethyl ester
253327-94-5

(S)-2-acetamido-4-phenylbutyric acid ethyl ester

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With hydrogenchloride for 2h; Hydrolysis; Heating;
(S)-3-((S)-2-Hydroxy-1-phenyl-ethylamino)-5-phenyl-dihydro-furan-2-one

(S)-3-((S)-2-Hydroxy-1-phenyl-ethylamino)-5-phenyl-dihydro-furan-2-one

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide In 1,4-dioxane; trifluoroacetic acid under 3102.89 Torr;
DL-2-amino-4-phenylbutyramide
99169-43-4, 124019-00-7, 85808-34-0

DL-2-amino-4-phenylbutyramide

A

D-homophenylalanine
943-73-7

D-homophenylalanine

B

D-homophenylalanine
82795-51-5

D-homophenylalanine

Conditions
ConditionsYield
With aminoacylase I from Aspergillus melleus; Tris buffer In water at 25℃; for 2.5h; pH=7.5; Title compound not separated from byproducts;
Multi-step reaction with 2 steps
1: hydrogenchloride / water / 3 h / 20 °C
2: pyridoxal 5'-phosphate monohydrate / aq. buffer / 12 h / 40 °C / pH 8.0 / Enzymatic reaction
View Scheme
(3E,2S)-2-amino-4-phenyl-3-butenoic acid hydrochloride

(3E,2S)-2-amino-4-phenyl-3-butenoic acid hydrochloride

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
With hydrogen; acetic acid; palladium on activated charcoal In water at 20℃; for 6h;
(4R,5S)-1,5-Dimethyl-4-phenyl-3-(4-phenyl-butyryl)-imidazolidin-2-one

(4R,5S)-1,5-Dimethyl-4-phenyl-3-(4-phenyl-butyryl)-imidazolidin-2-one

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: LHMDS / tetrahydrofuran; hexane / -78 °C
1.2: Br2 / tetrahydrofuran; hexane / -78 °C
2.1: 92 percent / tetramethylguanidinium azide / CH2Cl2 / 0 - 20 °C
3.1: 95 percent / LiOH; aq. H2O2 / tetrahydrofuran / 20 °C
4.1: H2 / Pd/C / methanol
View Scheme
(2'R,4S,5R)-1-(2'-bromo-4'-phenylbutyryl)-3,4-dimethyl-5-phenylimidazolidin-2-one
852298-76-1

(2'R,4S,5R)-1-(2'-bromo-4'-phenylbutyryl)-3,4-dimethyl-5-phenylimidazolidin-2-one

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 92 percent / tetramethylguanidinium azide / CH2Cl2 / 0 - 20 °C
2: 95 percent / LiOH; aq. H2O2 / tetrahydrofuran / 20 °C
3: H2 / Pd/C / methanol
View Scheme
(4S,5R)-1-((S)-2-Azido-4-phenyl-butyryl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one
852298-83-0

(4S,5R)-1-((S)-2-Azido-4-phenyl-butyryl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / LiOH; aq. H2O2 / tetrahydrofuran / 20 °C
2: H2 / Pd/C / methanol
View Scheme
D,L-homophenylalanine
1012-05-1

D,L-homophenylalanine

D-homophenylalanine
943-73-7

D-homophenylalanine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: alkaline aq. solution / 0.5 h / 4 °C / pH 11
2: aminoacylase I from Aspergillus melleus; Tris buffer / H2O / 25 °C / pH 7.5
View Scheme
Multi-step reaction with 2 steps
1: 89.5 percent / NaOH / H2O / 1 h / 0 - 5 °C / pH 11 - 11.5
2: 41 percent / potassium phosphate buffer; aq. NaOH; beef kidney acetone powder / CoCl2 / 24 h / 37 °C / pH 7.5 / Enzymatic reaction
View Scheme
Multi-step reaction with 2 steps
2: CoCl2 / H2O / 72 h / 37 °C / aminoacylase (from Aspergillus oryzae); pH 7
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydroxide / water / Cooling with ice
1.2: pH 2
2.1: penicillin G acylase from Achromobacter sp. CCM 4824; water / 30 °C / pH 7 / Enzymatic reaction
View Scheme
ethanol
64-17-5

ethanol

D-homophenylalanine
943-73-7

D-homophenylalanine

L-(+)-α-amino-4-phenylbutyric acid ethyl ester hydrochloride
90891-21-7

L-(+)-α-amino-4-phenylbutyric acid ethyl ester hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating;100%
With thionyl chloride at 60℃; for 5h;92%
With thionyl chloride
D-homophenylalanine
943-73-7

D-homophenylalanine

methyl chloroformate
79-22-1

methyl chloroformate

(S)-2-<(Methoxycarbonyl)amino>-4-phenylbutanoic Acid
136220-97-8, 148554-82-9, 96854-30-7

(S)-2-<(Methoxycarbonyl)amino>-4-phenylbutanoic Acid

Conditions
ConditionsYield
With sodium carbonate In water a) 0 deg C, 10 min, b) r.t., 2 h;100%
In tetrahydrofuran; water; sodium carbonate97%
With sodium carbonate In tetrahydrofuran at 20℃; for 4h;97%
methanol
67-56-1

methanol

D-homophenylalanine
943-73-7

D-homophenylalanine

(+)-α-amino-4-phenylbutyric acid methyl ester hydrochloride
60425-49-2

(+)-α-amino-4-phenylbutyric acid methyl ester hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 5h; Heating / reflux;100%
With thionyl chloride at 0 - 65℃; for 2h;95%
With thionyl chloride at 0 - 65℃; for 2h;95%
With thionyl chloride at 0 - 20℃;
D-homophenylalanine
943-73-7

D-homophenylalanine

(2S)-2-amino-4-phenyl-1-butanol
27038-09-1

(2S)-2-amino-4-phenyl-1-butanol

Conditions
ConditionsYield
With lithium borohydride; Methyltrichlorosilane In tetrahydrofuran at 0℃; for 18.5h;97%
With lithium borohydride; chloro-trimethyl-silane In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;75%
Stage #1: D-homophenylalanine With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 18h; Reflux;
Stage #2: With water; sodium hydroxide In tetrahydrofuran
D-homophenylalanine
943-73-7

D-homophenylalanine

(S)-2-amino-4-cyclohexylbutanoic acid

(S)-2-amino-4-cyclohexylbutanoic acid

Conditions
ConditionsYield
With hydrogenchloride; 5% rhodium-on-charcoal; platinum on carbon In methanol; water at 20℃; under 3102.97 Torr;97%
With hydrogenchloride; sodium hydroxide In water
With hydrogenchloride; 5% platinum on carbon; 5% Rh/C; hydrogen In methanol; water under 3102.97 Torr;
D-homophenylalanine
943-73-7

D-homophenylalanine

cholin hydroxide
123-41-1

cholin hydroxide

choline-homophenylalanine

choline-homophenylalanine

Conditions
ConditionsYield
In water at 3℃; Darkness;96%
D-homophenylalanine
943-73-7

D-homophenylalanine

(S)-2-bromo-4-phenylbutanoic acid
174692-89-8

(S)-2-bromo-4-phenylbutanoic acid

Conditions
ConditionsYield
With hydrogen bromide; sodium nitrite In water at -10℃; for 3h;94%
2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate
3496-11-5

2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate

D-homophenylalanine
943-73-7

D-homophenylalanine

N-benzyloxycarbonyl-L-valyl-L-homophenylalanine

N-benzyloxycarbonyl-L-valyl-L-homophenylalanine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; water at 20℃; Condensation;89%
D-homophenylalanine
943-73-7

D-homophenylalanine

bis[2,2'-disulfan-diyl-4,4'-diphenyl]-dibutanoic acid

bis[2,2'-disulfan-diyl-4,4'-diphenyl]-dibutanoic acid

Conditions
ConditionsYield
Stage #1: D-homophenylalanine With hydrogen bromide; sodium nitrite In water for 0.666667h;
Stage #2: With sodium hydride; potassium thioacetate In N,N-dimethyl-formamide at 20℃; for 4h;
Stage #3: With sodium hydroxide In methanol at 20℃; for 3h;
89%
ethanol
64-17-5

ethanol

D-homophenylalanine
943-73-7

D-homophenylalanine

ethyl 2-amino-4-phenyl-(2S)-butyrate
46460-23-5

ethyl 2-amino-4-phenyl-(2S)-butyrate

Conditions
ConditionsYield
With hydrogenchloride; sodium carbonate84.9%
D-homophenylalanine
943-73-7

D-homophenylalanine

ethyl acetate
141-78-6

ethyl acetate

2-oxo-4-phenylbutanoic acid ethyl ester
64920-29-2

2-oxo-4-phenylbutanoic acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride; sodium hypochlorite; tetrabutylammomium bromide In water at 0 - 40℃; Product distribution / selectivity;84.1%
D-homophenylalanine
943-73-7

D-homophenylalanine

(S)-2-amino-4-cyclohexylbutyric acid hydrochloride
107202-31-3

(S)-2-amino-4-cyclohexylbutyric acid hydrochloride

Conditions
ConditionsYield
With hydrogen; platinum In hydrogenchloride under 2585.7 Torr; for 16h;84%
D-homophenylalanine
943-73-7

D-homophenylalanine

benzyl alcohol
100-51-6

benzyl alcohol

benzyl (2S)-2-amino-4-phenylbutyrate
83080-02-8

benzyl (2S)-2-amino-4-phenylbutyrate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 16h; Dean-Stark; Reflux;80%
D-homophenylalanine
943-73-7

D-homophenylalanine

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

benzyl alcohol
100-51-6

benzyl alcohol

p-tolylsulfonic caid salt of L-homophenylalanine benzyl ester
117560-24-4

p-tolylsulfonic caid salt of L-homophenylalanine benzyl ester

Conditions
ConditionsYield
In toluene for 4h; Heating;79%
In benzene for 6h; Heating;
D-homophenylalanine
943-73-7

D-homophenylalanine

(S,S)-2,4-dibenzylglutaric anhydride
105226-92-4

(S,S)-2,4-dibenzylglutaric anhydride

N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-(S)-homophenylalanine
112893-84-2

N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-(S)-homophenylalanine

Conditions
ConditionsYield
With pyridine In dichloromethane for 16h; Ambient temperature;74%
D-homophenylalanine
943-73-7

D-homophenylalanine

3-bromo-2,3,4,5-tetrahydro-1H-[1]-benzoazepine-2-one-1-acetic acid tert-butyl ester

3-bromo-2,3,4,5-tetrahydro-1H-[1]-benzoazepine-2-one-1-acetic acid tert-butyl ester

C26H32N2O5

C26H32N2O5

Conditions
ConditionsYield
With triethylamine In isopropyl alcohol at 60℃; for 24h; Catalytic behavior; Concentration; Solvent; Temperature;73%
phthalic anhydride
85-44-9

phthalic anhydride

D-homophenylalanine
943-73-7

D-homophenylalanine

(S)-2-(1,3-dioxoisoindolin-2-yl)-4-phenylbutanoic acid
291303-23-6

(S)-2-(1,3-dioxoisoindolin-2-yl)-4-phenylbutanoic acid

Conditions
ConditionsYield
With triethylamine In toluene at 130℃; Dean-Stark;72%
D-homophenylalanine
943-73-7

D-homophenylalanine

L-4-nitro-homophenylalanine
705919-70-6

L-4-nitro-homophenylalanine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 0 - 5℃; for 0.5h;59%
D-homophenylalanine
943-73-7

D-homophenylalanine

benzoyl chloride
98-88-4

benzoyl chloride

(S)-2-benzoylamino-4-phenylbutyric acid
150446-13-2

(S)-2-benzoylamino-4-phenylbutyric acid

Conditions
ConditionsYield
With sodium hydroxide In water at 0 - 23℃;59%
With sodium hydroxide cooling;

L-Homophenylalanine Standards and Recommendations

APPEARANCE: Off-White crystalline powder
ASSAY (HPLC): 99.0% min
OPTICAL PURITY: 99.0% min
OPTICAL ROTATION: +45.5° ± 1°
LOSS ON DRYING: 0.5% max

L-Homophenylalanine Specification

The IUPAC name of L-Homophenylalanine is (2S)-2-amino-4-phenylbutanoic acid. With the CAS registry number 943-73-7, it is also named as (S)-alpha-Amino-benzenebutanoic acid. The product's categories are Phenylalanine Analogs and Other Aromatic alpha Amino Acids; API Intermediates; Homophenylalanine [Hph]; Amino Acids 13C, 2H, 15N; Chiral Compound; Amino Acids; Amino Acids & Derivatives; Aromatics. It is white solid which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place. When use it, people should not breathe dust and avoid contact with skin and eyes.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.53; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.97; (4)ACD/LogD (pH 7.4): -0.97; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.564; (13)Molar Refractivity: 50.12 cm3; (14)Molar Volume: 153.9 cm3; (15)Polarizability: 19.87×10-24 cm3; (16)Surface Tension: 51.1 dyne/cm; (17)Enthalpy of Vaporization: 59.84 kJ/mol; (18)Vapour Pressure: 9.79E-05 mmHg at 25°C; (19)Rotatable Bond Count: 4; (20)Exact Mass: 179.094629; (21)MonoIsotopic Mass: 179.094629; (22)Topological Polar Surface Area: 63.3; (23)Heavy Atom Count: 13; (24)Complexity: 164; (25)Defined Atom StereoCenter Count: 1.

Preparation of L-Homophenylalanine: It can be obtained by (R)-2-acetylamino-4-phenyl-butyric acid. This reaction needs reagent 6 N aq. HCl by heating. The yield is 96%.

Uses of L-Homophenylalanine: It is used as antitumor agent. It also can react with ethanol to get R-(-)-Homophenylalanin-ethylester. This reaction needs reagent HCl and Na2CO3. The yield is 89%.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(O)C(N)CCc1ccccc1
2. InChI:InChI=1/C10H13NO2/c11-9(10(12)13)7-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)
3. InChIKey:JTTHKOPSMAVJFE-UHFFFAOYAD

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