Product Name

  • Name

    D-Phenylalanine

  • EINECS 211-603-5
  • CAS No. 673-06-3
  • Article Data218
  • CAS DataBase
  • Density 1.201 g/cm3
  • Solubility water: 27 g/L (20 °C)
  • Melting Point 273-276 °C(lit.)
  • Formula C9H11NO2
  • Boiling Point 307.5 °C at 760 mmHg
  • Molecular Weight 165.192
  • Flash Point 139.8 °C
  • Transport Information
  • Appearance white crystalline powder
  • Safety 24/25-45-36/37/39-27-26
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 673-06-3 (D-Phenylalanine)
  • Hazard Symbols IrritantXi
  • Synonyms Alanine, phenyl-, D-;NCI-C60195;phenylalanine D-form;D-alpha-Amino-beta-phenylpropionic acid;CPD-216;Sabiden;D-.beta.-Phenylalanine;(2R)-2-amino-3-phenylpropanoic acid;D-Phenylalanine(673-06-3);H-D-Phe-OH;D-Phenylalanine, (R)-2-Amino-3-phenyl- propionic acid;D-alpha-aminohydrocinnamic acid;
  • PSA 63.32000
  • LogP 1.34130

Synthetic route

(3R,6S)-4-N-((S)-1-phenethyl)-3-benzyl-6-methyl-1,4-morpholin-2,5-dione
174591-38-9

(3R,6S)-4-N-((S)-1-phenethyl)-3-benzyl-6-methyl-1,4-morpholin-2,5-dione

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With hydrogen iodide for 1h; Heating;100%
N-Cbz-O-benzyl phenylalanine
247259-40-1

N-Cbz-O-benzyl phenylalanine

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With 10% Pd/C; cyclohexa-1,4-diene In methanol at 100℃; for 0.0833333h; Microwave irradiation;100%
C46H34ClN3NiO3

C46H34ClN3NiO3

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 40℃; for 6h;100%
With hydrogenchloride In methanol; water at 40℃; for 6h;96%
phenylalanine amide hydrochloride
108321-83-1

phenylalanine amide hydrochloride

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With pyridoxal 5'-phosphate monohydrate In aq. buffer at 40℃; for 6h; pH=8.0; Enzymatic reaction;99%
(R)-2-azido-3-phenylpropanoic acid
118460-00-7

(R)-2-azido-3-phenylpropanoic acid

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In water; acetic acid under 7757.2 Torr; for 1h;97%
t-butyl (RS)-phenylalaninate
16367-71-8

t-butyl (RS)-phenylalaninate

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
95%
(3R,5R,6S)-4-(benzyloxycarbonyl)-5,6-diphenyl-3-(phenylmethyl)-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one
136707-23-8

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

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With hydrogen; palladium dichloride In tetrahydrofuran; ethanol under 2585.7 Torr; for 20h;93%
D-α-Hydrazino-β-phenyl-propionsaeure
1202-30-8

D-α-Hydrazino-β-phenyl-propionsaeure

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide89%
(2R,2'R)-N-(2'-amino-3'-phenylpropanoyl)bornane-10,2-sultam
129568-84-9

(2R,2'R)-N-(2'-amino-3'-phenylpropanoyl)bornane-10,2-sultam

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran at 20℃;87%
With lithium hydroxide; ion exchange 1.) THF; Yield given. Multistep reaction;
With lithium hydroxide; Amberlite IR-120 1) THF, room temperature, 2) H2O, room temperature, 15 h; Yield given. Multistep reaction;
C32H38N2O3
1004755-20-7

C32H38N2O3

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
Stage #1: C32H38N2O3 With hydrogenchloride; hydrogen; palladium(II) hydroxide/carbon In tetrahydrofuran; water at 50℃; for 48h;
Stage #2: With hydrogenchloride; water for 3.5h; Heating / reflux;
Stage #3: With sodium hydroxide; water pH=2.5; Product distribution / selectivity;
87%
(R)-2-(benzhydrylamino)-3-phenylpropanenitrile
1374035-93-4

(R)-2-(benzhydrylamino)-3-phenylpropanenitrile

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With hydrogenchloride; water for 3h; Reflux; optical yield given as %ee;87%
methyl 2-amino-3-phenylpropanoate hydrochloride
5619-07-8

methyl 2-amino-3-phenylpropanoate hydrochloride

A

L-phenylalanine
63-91-2

L-phenylalanine

B

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

C

D-phenylalanine methyl ester
21685-51-8

D-phenylalanine methyl ester

Conditions
ConditionsYield
at 30℃; for 0.333333h; enzyme alcalase from Bacillus licheniforms; pH 8.0; Yields of byproduct given;A n/a
B n/a
C 85%
at 30℃; for 0.333333h; enzyme alcalase from Bacillus licheniforms, pH 8.0; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
(R)-N-benzyl-phenylalanine
85114-36-9

(R)-N-benzyl-phenylalanine

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In acetic acid for 24h;85%
C15H15N3*C16H13Cl2NO3

C15H15N3*C16H13Cl2NO3

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
Stage #1: C15H15N3*C16H13Cl2NO3 With hydrogenchloride In acetonitrile at 20℃; for 1h;
Stage #2: With triethylamine In ethanol; dichloromethane at 20℃; for 1h;
85%
N-triphenylmethylsulfenyl-D-phenylalanine
154738-07-5

N-triphenylmethylsulfenyl-D-phenylalanine

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With tri-n-butyl-tin hydride In toluene at 115℃; for 0.0833333h;82%
(1R,2S,5R,8S)-5-benzyl-1,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.02,7]undec-6-en-4-one
422570-19-2

(1R,2S,5R,8S)-5-benzyl-1,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.02,7]undec-6-en-4-one

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
Stage #1: (1R,2S,5R,8S)-5-benzyl-1,11,11-trimethyl-3-oxa-6-azatricyclo[6.2.1.02,7]undec-6-en-4-one With hydrogenchloride at 87℃; for 2h;
Stage #2: With methyloxirane In ethanol at 20℃; for 0.5h; Further stages.;
82%
(S,S)-pseudoephedrine D-phenylalaninamide
170899-07-7

(S,S)-pseudoephedrine D-phenylalaninamide

A

pseudoephedrine
90-82-4

pseudoephedrine

B

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With water for 18h; Heating;A n/a
B 77%
(S,S)-pseudoephedrine D-phenylalaninamide
170899-07-7

(S,S)-pseudoephedrine D-phenylalaninamide

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
In water for 18h; Heating; other reagent;77%
With water Heating;70%
L-phenylalanine
63-91-2

L-phenylalanine

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With D-glucose; nicotinamide adenine dinucleotide phosphate; ammonium chloride In aq. buffer at 20℃; for 24h; pH=9; Microbiological reaction; enantioselective reaction;76%
In water at 140℃; Rate constant; pH 8.0;
Stage #1: L-phenylalanine With (S)-2-hydroxy-2'-(3-(N-phenylcarbamoylamino)benzyl)-1,1'-binaphthyl-3-carboxaldehyde; triethylamine In dimethylsulfoxide-d6 at 40℃; for 24h;
Stage #2: With hydrogenchloride; water In chloroform enantioselective reaction;
2-oxo-3-(phenyl)propionic acid
156-06-9

2-oxo-3-(phenyl)propionic acid

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With D-glucose; nicotinamide adenine dinucleotide phosphate; ammonium chloride In methanol at 20℃; for 24h; pH=9; Solvent; Microbiological reaction; enantioselective reaction;72%
With meso-2,6-D-diaminopimelic acid dehydrogenase mutant BC621; ammonium chloride; NADPH In various solvent(s) for 24h;
With D-glucose; pyridoxal 5'-phosphate; D-amino acid aminotransferase from Bacillus sp mutant T242G In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 12h; pH=8; Kinetics; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;n/a
C34H33N3NiO3

C34H33N3NiO3

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
Stage #1: C34H33N3NiO3 With hydrogenchloride In methanol at 70℃;
Stage #2: In water
71%
(R)-(N-allyloxycarbonyl)phenylalanine
152507-71-6

(R)-(N-allyloxycarbonyl)phenylalanine

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With diethylamine; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine In water; acetonitrile at 20℃; for 0.166667h;70%
3-Phenylpropionic acid
501-52-0

3-Phenylpropionic acid

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With D-Alanine; meso-diaminopimelate dehydrogenase; pyridoxal 5'-phosphate; alcohol dehydrogenases from Bacillus stearothermophilus; alcohol dehydrogenases from Thermoanaerobacter brockii; NADH In isopropyl alcohol at 35℃; for 9h; pH=8; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;43.4%
(-)-1-<(1-cyano-2-phenylethyl)amino>-2R-methyl-5R-(1-methylethenyl)cyclohexane-1R,3R-dicarbonitrile
155385-83-4

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

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With hydrogenchloride at 110℃; for 12h;41%
Phenylalanine
150-30-1

Phenylalanine

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With sodium hydroxide; oxygen; 2-amino-2-hydroxymethyl-1,3-propanediol In water at 30℃; for 5h; pH=7.3; Resolution of racemate; Enzymatic reaction; enantioselective reaction;38%
durch partielle Vergaerung mit lebender Hefe bei Gegenwart von Zucker;
3-phenyl-(2R)-[(1'R)-phenylethylamino]propionic acid

3-phenyl-(2R)-[(1'R)-phenylethylamino]propionic acid

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With hydrogen; palladium on carbon In water at 50℃; for 25h; Product distribution / selectivity;31%
(R)-N-acetylphenylalanin
10172-89-1

(R)-N-acetylphenylalanin

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
In water at 37℃; for 0.166667h; Rate constant; D-aminocyclase from Alcaligenes denitrificans DA181, pH 7.8, bovine serum albumin;
With hydrogenchloride
With hydrogenchloride
With hydrogen bromide
N-Chloroacetyl-D-phenylalanine
137503-97-0

N-Chloroacetyl-D-phenylalanine

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With hydrogenchloride
DL-N-benzoylphenylalanine
2566-22-5, 2901-76-0, 37002-52-1

DL-N-benzoylphenylalanine

A

N-benzoyl-L-phenylalanine
2566-22-5

N-benzoyl-L-phenylalanine

B

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With D-amidase-substance from pseudomonas-cultures at 37℃;
phthalic anhydride
85-44-9

phthalic anhydride

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

(R)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionic acid
3588-64-5, 5123-55-7, 32150-90-6, 38229-08-2

(R)-2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionic acid

Conditions
ConditionsYield
for 0.05h; microwave irradiation;100%
With pyridine for 12h; Heating;93%
With triethylamine In toluene Heating;88%
methanol
67-56-1

methanol

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

D-phenylalanine methyl ester hydrochloride
13033-84-6

D-phenylalanine methyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride100%
With chloro-trimethyl-silane100%
With thionyl chloride at 0 - 75℃; for 2h;100%
ethanol
64-17-5

ethanol

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

D-phenylalanine ethyl ester hydrochloride
63060-94-6

D-phenylalanine ethyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 4h; Reflux;100%
With hydrogenchloride In toluene
With hydrogenchloride for 2h; Heating;
With thionyl chloride at 80℃; Cooling with ice;
With thionyl chloride at 20℃;
methanol
67-56-1

methanol

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

D-phenylalanine methyl ester
21685-51-8

D-phenylalanine methyl ester

Conditions
ConditionsYield
Stage #1: methanol With acetyl chloride at 0℃; for 0.5h;
Stage #2: D-(R)-phenylalanine for 3h; Reflux;
100%
With hydrogenchloride for 0.166667h; Heating;88%
With chlorosulfonic acid at 20℃; for 2h;76%
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

D-phenylalanine methyl ester hydrochloride
13033-84-6

D-phenylalanine methyl ester hydrochloride

Conditions
ConditionsYield
With acetyl chloride at 70℃; Cooling;100%
With thionyl chloride In methanol31.2 g (97%)
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

acetic acid
64-19-7

acetic acid

(2R)-2-acetoxy-3-phenylpropanoic acid
146235-25-8

(2R)-2-acetoxy-3-phenylpropanoic acid

Conditions
ConditionsYield
With sodium nitrite at 20℃; for 1.5h; Inert atmosphere;100%
With sodium nitrite In water
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

acetyl chloride
75-36-5

acetyl chloride

D-phenylalanine methyl ester hydrochloride
13033-84-6

D-phenylalanine methyl ester hydrochloride

Conditions
ConditionsYield
In methanol at 0 - 20℃; for 16h; Inert atmosphere;100%
Stage #1: acetyl chloride In methanol Cooling with ice;
Stage #2: D-(R)-phenylalanine In methanol at 70℃; for 24h; Reflux;
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

(R)-2-amino-3-phenylpropanol
5267-64-1

(R)-2-amino-3-phenylpropanol

Conditions
ConditionsYield
With lithium borohydride; chloro-trimethyl-silane In tetrahydrofuran at 20℃; for 0.25h; Reduction;99%
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0℃; Reflux;99%
With sodium tetrahydroborate; sulfuric acid In tetrahydrofuran at 20℃;98%
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

benzyl chloroformate
501-53-1

benzyl chloroformate

Cbz-D-Phe
2448-45-5

Cbz-D-Phe

Conditions
ConditionsYield
With sodium carbonate99%
With sodium hydrogencarbonate In water at 20℃; for 12h;99%
With sodium hydrogencarbonate; sodium hydroxide In water at 0 - 20℃;74%
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Allyl chloroformate
2937-50-0

Allyl chloroformate

(R)-(N-allyloxycarbonyl)phenylalanine
152507-71-6

(R)-(N-allyloxycarbonyl)phenylalanine

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 2h; Inert atmosphere;99%
With chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane80%
With sodium carbonate In water; acetonitrile at 0 - 20℃;74%
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite at 0 - 20℃; for 18h;98.5%
With sulfuric acid; sodium nitrite for 36h;98%
Stage #1: D-(R)-phenylalanine With sulfuric acid; sodium nitrite In water at 0 - 10℃; for 3h;
Stage #2: With water at 10 - 20℃;
87%
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
128-69-8

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

N,N′-bis-(D)-phenylalanyl perylenebisimide

N,N′-bis-(D)-phenylalanyl perylenebisimide

Conditions
ConditionsYield
Stage #1: D-(R)-phenylalanine; perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With 1H-imidazole at 120℃; for 0.5h;
Stage #2: With hydrogenchloride In water at 85℃; pH=3 - 4;
98%
With 1H-imidazole at 140℃; for 1h;97%
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

(R)-N-(trifluoroacetyl)phenylalanine
7656-14-6

(R)-N-(trifluoroacetyl)phenylalanine

Conditions
ConditionsYield
With triethylamine In methanol at 20℃;98%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Boc-D-Phe-OH
18942-49-9

Boc-D-Phe-OH

Conditions
ConditionsYield
Stage #1: D-(R)-phenylalanine With sodium hydroxide In tetrahydrofuran; water for 0.25h; Inert atmosphere; Cooling with ice;
Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 20℃; for 24h; pH=Ca. 10.5; Inert atmosphere; Cooling with ice;
97.2%
With guanidine hydrochloride In ethanol at 35 - 40℃; for 6.5h;93%
With amberlyst-15 In ethanol at 20℃; for 20h; chemoselective reaction;93%
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

cyclohexanylcarbonyl chloride
2719-27-9

cyclohexanylcarbonyl chloride

(R)-2-(cyclohexanecarboxamido)-3-phenylpropanoic acid
85856-40-2

(R)-2-(cyclohexanecarboxamido)-3-phenylpropanoic acid

Conditions
ConditionsYield
With potassium phosphate In tetrahydrofuran for 24h; Inert atmosphere;97%
With sodium hydroxide In acetone65%
maleic anhydride
108-31-6

maleic anhydride

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

N-maleyl-D-phenylalanine
889096-99-5

N-maleyl-D-phenylalanine

Conditions
ConditionsYield
In acetic acid at 20℃;96%
(S)-1-benzotriazol-1-yl-3,3,3-trifluoro-2-methoxy-2-phenylpropan-1-one

(S)-1-benzotriazol-1-yl-3,3,3-trifluoro-2-methoxy-2-phenylpropan-1-one

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

(R)-3-phenyl-2-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionylamino)propionic acid

(R)-3-phenyl-2-((S)-3,3,3-trifluoro-2-methoxy-2-phenylpropionylamino)propionic acid

Conditions
ConditionsYield
With triethylamine In water; acetonitrile at 20℃; for 12h;96%
(R)-1-benzotriazol-1-yl-3,3,3-trifluoro-2-methoxy-2-phenylpropan-1-one
942130-82-7

(R)-1-benzotriazol-1-yl-3,3,3-trifluoro-2-methoxy-2-phenylpropan-1-one

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

(R)-3-phenyl-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropionylamino)propionic acid
126191-13-7

(R)-3-phenyl-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropionylamino)propionic acid

Conditions
ConditionsYield
With triethylamine In water; acetonitrile at 20℃; for 12h;96%
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

Boc-Phe-ONSu
3674-06-4

Boc-Phe-ONSu

Boc-L-Phe-D-Phe-OH
93397-22-9

Boc-L-Phe-D-Phe-OH

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol; water; acetone at 20℃; for 5h;96%
N-(Benzyloxycarbonyloxy)succinimide
13139-17-8

N-(Benzyloxycarbonyloxy)succinimide

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

N-cyclohexyl-cyclohexanamine
101-83-7

N-cyclohexyl-cyclohexanamine

Z-D-phenylalanine DCHA salt

Z-D-phenylalanine DCHA salt

Conditions
ConditionsYield
Stage #1: N-(Benzyloxycarbonyloxy)succinimide; D-(R)-phenylalanine With sodium hydrogencarbonate; sodium carbonate In water; acetone at 20℃; for 3.5h;
Stage #2: N-cyclohexyl-cyclohexanamine In water; ethyl acetate; acetone at 20℃;
96%
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

4-bromo-2-fluoronitrobenzene
321-23-3

4-bromo-2-fluoronitrobenzene

(5-bromo-2-nitrophenyl)-d-phenylalanine

(5-bromo-2-nitrophenyl)-d-phenylalanine

Conditions
ConditionsYield
With potassium carbonate In ethanol; water at 100℃; for 10h;96%
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

Nα-(4-methylbenzenesulfonyl)-D-phenylalanine
86117-53-5

Nα-(4-methylbenzenesulfonyl)-D-phenylalanine

Conditions
ConditionsYield
With sodium hydroxide In water at 60℃; for 6h;95%
With sodium hydroxide In diethyl ether at 20℃; for 6h;81%
With sodium hydroxide In diethyl ether at 20℃;79%
tritylsulfenyl chloride
24165-03-5

tritylsulfenyl chloride

D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

N-triphenylmethylsulfenyl-D-phenylalanine
154738-07-5

N-triphenylmethylsulfenyl-D-phenylalanine

Conditions
ConditionsYield
With triethylamine In dichloromethane for 0.5h; Ambient temperature;95%
D-(R)-phenylalanine
673-06-3

D-(R)-phenylalanine

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Fmoc-D-Phe-OH
86123-10-6

Fmoc-D-Phe-OH

Conditions
ConditionsYield
With sodium hydrogencarbonate In acetone Ambient temperature;95%
With sodium carbonate In aq. buffer at 37℃; for 10h; pH=8.0 - 9.0;

D-Phenylalanine Consensus Reports

Reported in EPA TSCA Inventory.

D-Phenylalanine Specification

D-Phenylalanine is an essential amino acid. With cas registry number of 673-06-3, it also has other registry number which is 10549-11-8. Its EINECS registry number is 211-603-5. This chemical is also known as Phenylalanine D-form with appearance of white crystalline powder. It is stable, but incompatible with strong oxidizing agents, acids, bases. It belongs to the categories in Benzene derivatives; Aromatic Propionic Acids; Phenylalanine [Phe, F]; Amino Acids and Derivatives; alpha-Amino Acids; Amino Acids; Biochemistry; Amino Acids; chemicals; organic acids; pharmaceutical intermediate; phenlalnine.

Physical properties about this chemical are: (1)ACD/LogP: 1.11; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.39; (4)ACD/LogD (pH 7.4): -1.39; (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: 4; (12)Index of Refraction: 1.576; (13)Molar Refractivity: 45.49 cm3; (14)Molar Volume: 137.4 cm3; (15)Surface Tension: 53.5 dyne/cm; (16)Density: 1.201 g/cm3; (17)Flash Point: 139.8 °C; (18)Enthalpy of Vaporization: 57.87 kJ/mol; (19)Boiling Point: 307.5 °C at 760 mmHg; (20)Vapour Pressure: 0.000313 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
Mildly toxic by intraperitoneal route. Human systemic effects by ingestion: nausea, hypermotility, diarrhea. When heated to decomposition, it emits toxic fumes of NOx. It can causes burns. Wear suitable protective clothing, gloves and eye/face protection during using it. Avoid contact with skin and eyes. Take off immediately all contaminated clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Or if you feel unwell, seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@H](N)Cc1ccccc1;
(2)InChI: InChI=1/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m1/s1;
(3)InChIKey: COLNVLDHVKWLRT-MRVPVSSYBE

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo oral 500mg/kg/5W-I (500mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: NAUSEA OR VOMITING
Journal of the American College of Toxicology. Vol. 1(3), Pg. 124, 1982.
rat LD50 intraperitoneal 5452mg/kg (5452mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Archives of Biochemistry and Biophysics. Vol. 64, Pg. 319, 1956.

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