L-4-Chlorophenylalanine supplier

Name
L-4-Chlorophenylalanine
EINECS 238-023-5
CAS No. 14173-39-8
Article Data31
CAS DataBase
Density 1.336 g/cm³
Solubility Soluble in acetic acid. Slightly soluble in water.
Melting Point 263 °C
Formula C₉H₁₀ClNO₂
Boiling Point 339.5 °C at 760 mmHg
Molecular Weight 199.637
Flash Point 159.1 °C
Transport Information UN 2811 6.1/PG 3
Appearance white powder
Safety 36/37-45
Risk Codes 25-43
Molecular Structure
Hazard Symbols Xi,T
Synonyms Alanine,3-(p-chlorophenyl)-, L- (8CI);(S)-4-Chlorophenylalanine;4-Chloro-L-phenylalanine;L-p-Chlorophenylalanine;p-Chloro-L-phenylalanine;H-Phe(4-Cl)-OH;4-Chloro-3-phenyl-L-alanine;
PSA 63.32000
LogP 1.99470

Synthetic route

: 1615-02-7
p-chlorocinnamic acid

A: 14173-39-8
p-chlorophenylalanine

B: (R)-β-amino-β-(4-chlorophenyl)propionic acid

Conditions

Conditions	Yield
With ammonia at 25℃; pH=9; Kinetics; aq. buffer; Enzymatic reaction; regioselective reaction;	A n/a B 86%

: 29622-19-3
(±)-ethyl 2-amino-3-(4-chlorophenyl)propanoate

A: 14173-39-8
p-chlorophenylalanine

B: 166449-97-4
D-4-chlorophenylalanine ethyl ester

Conditions

Conditions	Yield
With lithium hydroxide at 37℃; for 24h; α-chymotrypsin;	A 61% B 83%

: 14091-10-2
N-acetyl-4-chlorophenylalanine

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
With hydrogenchloride In water at 95 - 100℃; for 6h;	73.2%
Stage #1: N-acetyl-4-chlorophenylalanine; acylase; cobalt(II) chloride In water at 37℃; pH=7; Stage #2: With hydrogenchloride at 15℃; pH=6;	41.4%
With sodium hydroxide; acylase Amano 30000 from Aspergillus spp. (30 u/mg); water; cobalt(II) chloride at 37 - 40℃; for 42h;	40.4%
With phosphate buffer; acylase I from porcine kidney at 24.9℃; for 2h;

: 1615-02-7
3-(4-chlorophenyl)prop-2-enoic acid

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
With ammonium hydroxide; Petroselinum crispum phenylalanine ammonialyase (1U) at 37℃; for 24h; pH=10; Addition;	59%
With ammonium hydroxide at 30℃; for 6h; pH=9.5; Reagent/catalyst; Enzymatic reaction;	n/a
With ammonium hydroxide; carbon dioxide In dimethyl sulfoxide at 37℃; for 12h; pH=10; Reagent/catalyst; Enzymatic reaction; stereoselective reaction;	n/a
With ammonium carbamate at 30℃; for 168h; pH=9.1; Time;	n/a

: 7424-00-2
DL-Phe(4Cl)

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
With sodium hydroxide; oxygen at 30℃; for 22h; pH=7.3; aq. buffer; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;	49%
Multi-step reaction with 2 steps 1.1: thionyl chloride / cooling 1.2: 50 °C 2.1: Aspergillus oryzae protease; aq. NaOH / aq. phosphate buffer / 0.5 h / 30 °C / pH 7.0 View Scheme
Multi-step reaction with 2 steps 1: thionyl chloride / 15 h / Heating View Scheme
Multi-step reaction with 2 steps 1: phenylalanine ammonia-lyase from Pseudozyma antarctica yeast / aq. buffer / 168 h / 30 °C / pH 8.5 / Resolution of racemate 2: ammonium carbamate / 168 h / 30 °C / pH 9.1 View Scheme
Multi-step reaction with 4 steps 1.1: sodium carbonate / water; acetone / 3 h 1.2: 2 h / 0 °C 2.1: sodium hydrogencarbonate / water; N,N-dimethyl-formamide / 4 h / 37 °C / pH 9 3.1: sodium hydroxide / methanol 4.1: palladium 10% on activated carbon; formic acid / methanol View Scheme

: 52031-05-7
2-amino-3-(4-chlorophenyl)propionic acid ethyl ester hydrochloride

A: 14173-39-8
p-chlorophenylalanine

B: 166449-97-4
D-4-chlorophenylalanine ethyl ester

Conditions

Conditions	Yield
Yield given. Yields of byproduct given;

: 123052-81-3
(2S,5S)-2-tert-Butyl-5-(4-chloro-benzyl)-3-methyl-4-oxo-imidazolidine-1-carboxylic acid tert-butyl ester

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
With hydrogenchloride; Dowex 50-WX8; acetic acid; trifluoroacetic acid 1.) CH2Cl2, 30 min, 0 deg C; 12 h, room temperature; 2.) 100-105 deg C, toluene, water, 72 h; Yield given. Multistep reaction;

: 943-80-6
4-amino-L-phenylalanine

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
(i) NaNO2, aq. HCl, (ii) CuCl, Cu; Multistep reaction;

: 2-Amino-3-(4-chloro-phenyl)-propionic acid isobutyl ester; hydrochloride

: 14173-39-8
p-chlorophenylalanine

: 127273-12-5
(Z)-3-(4-chlorophenyl)-2-hydroxyacrylic acid

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
With 1,4-dihydronicotinamide adenine dinucleotide; potassium chloride; ammonium chloride; hydrogenchloride; Bacillus sphaericus wild type phenylalanine dehydrogenase In various solvent(s) at 25℃; for 0.666667h; pH=8.0;

: 29622-19-3
(±)-ethyl 2-amino-3-(4-chlorophenyl)propanoate

A: L-4-chlorophenylalanine ethyl ester

B: 14173-39-8
p-chlorophenylalanine

C: 14091-08-8
para-Chloro-D-phenylalanine

D: 166449-97-4
D-4-chlorophenylalanine ethyl ester

Conditions

Conditions	Yield
With Bacillus licheniformis; sodium hydrogencarbonate; 1-ethyl-3-methylimidazolium acetate In water; water-d2 at 30℃; for 1h;

...Expand

: 3-(4-chlorophenyl)-2-oxopropionic acid ethyl ester

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 33 percent / aq. H2SO4 / acetic acid / 1 h / Heating 2: NH4Cl; KCl; NADH / Bacillus sphaericus wild type phenylalanine dehydrogenase; aq. HCl / various solvent(s) / 0.67 h / 25 °C / pH 8.0 View Scheme

: 104-83-6
1-Chloro-4-(chloromethyl)benzene

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: Mg / diethyl ether / 0.17 h / Heating 1.2: 87 percent / diethyl ether / 2 h / 20 °C 2.1: 33 percent / aq. H2SO4 / acetic acid / 1 h / Heating 3.1: NH4Cl; KCl; NADH / Bacillus sphaericus wild type phenylalanine dehydrogenase; aq. HCl / various solvent(s) / 0.67 h / 25 °C / pH 8.0 View Scheme

: 4251-65-4
(4-chlorophenyl)acetaldehyde

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent / H2SO4, LiBr / (PPh3)2PdBr2 / various solvent(s) / 12 h / 120 °C / 45003.6 Torr 2: 40.4 percent / H2O, NaOH, CoCl2*6H2O, acylase Amano 30000 from Aspergillus spp. (30 u/mg) / 42 h / 37 - 40 °C View Scheme

: 622-95-7
4-chlorobenzyl bromide

(+-)-2-(4-<2-(4-chloro-benzhydryloxy)-ethyl>-piperazino)-ethanol: (+-)-2-(4-<2-(4-chloro-benzhydryloxy)-ethyl>-piperazino)-ethanol

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) LDA / 1.) THF, hexane, -78 deg C, 40 min: 2.) THF, hexane, -78 deg C 2: 1.) trifluoroacetic acid; 2.) 0.75M HCl, Dowex 50-WX8, acetic acid / 1.) CH2Cl2, 30 min, 0 deg C; 12 h, room temperature; 2.) 100-105 deg C, toluene, water, 72 h View Scheme

: 1615-02-7
3-(4-chlorophenyl)prop-2-enoic acid

A: 14173-39-8
p-chlorophenylalanine

B: (R)-β-amino-β-(4-chlorophenyl)propionic acid

Conditions

Conditions	Yield
With carbon dioxide; Taxus chinensis phenylalanine aminomutase; ammonia In water pH=10; Kinetics; Enzymatic reaction; optical yield given as %ee; enantioselective reaction;

: 14091-10-2
N-acetyl-4-chlorophenylalanine

A: 14173-39-8
p-chlorophenylalanine

B: (2R)-2-(acetylamino)-3-(4-chlorophenyl)propanoic acid

Conditions

Conditions	Yield
With lipase AS 'Amano' at 35℃; for 24h; pH=6.5; Enzymatic reaction; enantioselective reaction;	A n/a B n/a

: 7424-00-2
DL-Phe(4Cl)

A: 14173-39-8
p-chlorophenylalanine

B: (2R)-2-(acetylamino)-3-(4-chlorophenyl)propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / water; N,N-dimethyl-formamide / 20 °C 2: lipase AS 'Amano' / 24 h / 35 °C / pH 6.5 / Enzymatic reaction View Scheme

: 1428149-31-8
4-chloro-(RS)-phenylalaninamide hydrochloride

A: 14173-39-8
p-chlorophenylalanine

B: 14091-08-8
para-Chloro-D-phenylalanine

Conditions

Conditions	Yield
With pyridoxal 5'-phosphate monohydrate In aq. buffer at 40℃; for 24h; pH=8.0; Enzymatic reaction; Overall yield = > 99 %;	A n/a B n/a
With pyridoxal 5'-phosphate monohydrate; cobalt(II) chloride In aq. buffer at 40℃; for 36h; pH=7.0; Enzymatic reaction; Overall yield = > 99 %;	A n/a B n/a

: 7424-00-2
DL-Phe(4Cl)

A: 14173-39-8
p-chlorophenylalanine

B: 14091-08-8
para-Chloro-D-phenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: thionyl chloride / 0 °C 2: ammonia / methanol / 0 °C 3: pyridoxal 5'-phosphate monohydrate; cobalt(II) chloride / aq. buffer / 36 h / 40 °C / pH 7.0 / Enzymatic reaction View Scheme
With (S)-2-hydroxy-2'-(3-(N-phenylcarbamoylamino)benzyl)-1,1'-binaphthyl-3-carboxaldehyde In dimethyl sulfoxide Resolution of racemate; stereoselective reaction;	A n/a B n/a
With (R)-2-hydroxy-2'-(3-phenylurylbenzyl)-1,1'-binaphthyl-3-carboxaldehyde In dimethyl sulfoxide Resolution of racemate; stereoselective reaction;	A n/a B n/a
With phenylalanine ammonia-lyase from Pseudozyma antarctica yeast In aq. buffer at 30℃; for 17h; pH=8.5; Resolution of racemate; stereoselective reaction;	A n/a B n/a

: 14173-40-1, 23434-91-5, 33965-47-8, 60594-65-2
2-amino-3-(4-chlorophenyl)propionic acid methyl ester hydrochloride

A: 14173-39-8
p-chlorophenylalanine

B: 14091-08-8
para-Chloro-D-phenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia / methanol / 0 °C 2: pyridoxal 5'-phosphate monohydrate; cobalt(II) chloride / aq. buffer / 36 h / 40 °C / pH 7.0 / Enzymatic reaction View Scheme

: 1615-02-7
p-chlorocinnamic acid

A: 14173-39-8
p-chlorophenylalanine

B: 131690-60-3
(S)-β-amino-β-(4-chlorophenyl)propionic acid

Conditions

Conditions	Yield
With ammonium bisulphate; EncP wild type enzyme at 55℃; for 22h; pH=8.3; Enzymatic reaction; stereoselective reaction;	A n/a B n/a

: 1615-02-7
p-chlorocinnamic acid

A: 14173-39-8
p-chlorophenylalanine

B: (R)-β-amino-β-(4-chlorophenyl)propionic acid

C: 131690-60-3
(S)-β-amino-β-(4-chlorophenyl)propionic acid

Conditions

Conditions	Yield
With ammonium bisulphate; EncP-E293M variant at 55℃; for 22h; pH=8.3; Enzymatic reaction; stereoselective reaction;	A n/a B n/a C n/a

...Expand

: 1615-02-7
p-chlorocinnamic acid

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
With recombinant cyanobacterium Anabaena variabilis phenylalanine ammonia lyase; ammonium carbamate In water at 30℃; for 48h; Enzymatic reaction; stereoselective reaction;	n/a

: 3617-01-4
β-(4-chlorophenyl)pyruvic acid

A: 14173-39-8
p-chlorophenylalanine

B: 14091-08-8
para-Chloro-D-phenylalanine

Conditions

Conditions	Yield
With pyridoxal 5'-phosphate; ethylenediaminetetraacetic acid; sodium diphenylglycine In aq. buffer at 50℃; pH=8; Overall yield = 24 %; enantioselective reaction;	A n/a B n/a

: 104-88-1
4-chlorobenzaldehyde

A: 14173-39-8
p-chlorophenylalanine

B: 14091-08-8
para-Chloro-D-phenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: ethanolamine 1.2: Alkaline conditions 2.1: sodium diphenylglycine; pyridoxal 5'-phosphate; ethylenediaminetetraacetic acid / aq. buffer / 50 °C / pH 8 View Scheme

: 104-88-1
4-chlorobenzaldehyde

A: 14173-39-8
p-chlorophenylalanine

B: (R)-β-amino-β-(4-chlorophenyl)propionic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonium formate / ethanol / 4 h / Reflux 2: phenylalanine ammonia lyase from Streptomyces maritimus; phenylalanine ammonia α-lyase from Anabaena variabilis / aq. buffer / 24 h / 30 °C / pH 8 / Resolution of racemate; Enzymatic reaction View Scheme

: 19947-39-8
3-amino-3-(4-chlorophenyl)propionic acid

A: 1615-02-7
3-(4-chlorophenyl)prop-2-enoic acid

B: 14173-39-8
p-chlorophenylalanine

C: (R)-β-amino-β-(4-chlorophenyl)propionic acid

Conditions

Conditions	Yield
With phenylalanine ammonia α-lyase from Anabaena variabilis; phenylalanine ammonia lyase from Streptomyces maritimus In aq. buffer at 30℃; for 24h; pH=8; Reagent/catalyst; Time; Resolution of racemate; Enzymatic reaction; enantioselective reaction;

...Expand

: 14091-08-8
para-Chloro-D-phenylalanine

: 14173-39-8
p-chlorophenylalanine

Conditions

Conditions	Yield
With L-phenylalanine dehydrogenase; D-amino acid aminotransferase In aq. buffer at 37℃; for 2h; pH=8.5; Enzymatic reaction; stereoselective reaction;

: 14173-39-8
p-chlorophenylalanine

: (S)-N-(2-benzoyl-4-chlorophenyl)-2-[3,5-dihydro-4H-dinaphth[2,1-c:1′,2′-e]azepin-4-yl]acetamide

: 6018-89-9
nickel(II) acetate tetrahydrate

: C46H33Cl2N3NiO3

Conditions

Conditions	Yield
With potassium carbonate In methanol at 70℃; for 2h; stereoselective reaction;	99%

...Expand

: 14173-39-8
p-chlorophenylalanine

: 1644308-43-9
(R)-N-(2-benzoyl-4-chlorophenyl)-1-[(3,4-dichlorophenyl)methyl]-2-pyrrolidinecarboxamide

: 6018-89-9
nickel(II) acetate tetrahydrate

: C34H27Cl4N3NiO3

Conditions

Conditions	Yield
With potassium carbonate In methanol at 60℃; for 2.5h; Temperature;	97%

...Expand

: 14173-39-8
p-chlorophenylalanine

: 201864-00-8
(1S)-1-(4-chlorophenylmethyl)-2-hydroxyethylamine

Conditions

Conditions	Yield
With dimethylsulfide borane complex In tetrahydrofuran for 5h; Reflux;	89%
With lithium borohydride; chloro-trimethyl-silane In tetrahydrofuran at 0 - 20℃;	88%
Stage #1: p-chlorophenylalanine With dimethylsulfide borane complex In tetrahydrofuran at 0℃; Reflux; Stage #2: With hydrogenchloride In water for 1.5h; Reflux;	87%
With dimethylsulfide borane complex In tetrahydrofuran at 0℃; Reflux;	87%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux; Inert atmosphere;	72%

: 14173-39-8
p-chlorophenylalanine

: (S)-N-(2-benzoyl-4-chlorophenyl)-1-[(3,4-dichlorophenyl)-methyl]-2-pyrrolidinecarboxamide hydrochloride

: nickel dichloride

: C34H25(2)H2Cl4N3NiO3

Conditions

Conditions	Yield
With d(4)-methanol; potassium carbonate Reflux; diastereoselective reaction;	88%

...Expand

: 34404-33-6
N-tertiarybutoxycarbonyl-D-alanine N-hydroxysuccinimide ester

: 14173-39-8
p-chlorophenylalanine

: Boc-D-Ala-p-ClPhe-OH

Conditions

Conditions	Yield
With 4-methyl-morpholine In N,N-dimethyl-formamide for 4h; Ambient temperature;	85%

: 14173-39-8
p-chlorophenylalanine

: 10328-92-4
N-Methylisatoic anhydride

: (S)-3-(4-chlorobenzyl)-1-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

Conditions

Conditions	Yield
With acetic acid for 16h; Reflux;	83%

: 24424-99-5
di-tert-butyl dicarbonate

: 14173-39-8
p-chlorophenylalanine

: 51301-86-1, 57292-44-1, 129101-26-4, 68090-88-0
Boc-p-chloro-L-Phe-OH

Conditions

Conditions	Yield
With aqueous 27percent NaOH In methanol; water at 30℃; for 4h;	81.6%
With sodium hydroxide In water; acetone at 0 - 20℃;	80%
Stage #1: di-tert-butyl dicarbonate; p-chlorophenylalanine With sodium hydroxide In water; acetone at 0 - 20℃; Stage #2: With hydrogenchloride In water pH=2;	80%
With sodium hydroxide In water; acetone at 0 - 20℃;	80%
With sodium hydroxide In tert-butyl alcohol for 24h; Ambient temperature;

: 1070-19-5
N-(tert-butyloxycarbonyl) azide

: 14173-39-8
p-chlorophenylalanine

: 51301-86-1, 57292-44-1, 129101-26-4, 68090-88-0
Boc-p-chloro-L-Phe-OH

Conditions

Conditions	Yield
In 1,4-dioxane; water for 48h; Ambient temperature; pH=10;	81%

: 14173-39-8
p-chlorophenylalanine

: 115-11-7
isobutene

: 401791-64-8
p-Chloro-L-phenylalanine t-butyl ester hydrochloride

Conditions

Conditions	Yield
With sodium hydroxide; sulfuric acid In 1,4-dioxane; water at -78 - 20℃; pH=10;	75%

: 3392-12-9
Boc-Val-ONSu

: 14173-39-8
p-chlorophenylalanine

: N-(t-butoxycarbonyl)-L-valyl-4-chloro-L-phenylalanine

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; water at 20℃; Condensation;	67%

: 14173-39-8
p-chlorophenylalanine

: 14529-12-5
6-chloro-N-methylisatoic anhydride

: (S)-7-chloro-3-(4-chlorobenzyl)-1-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

Conditions

Conditions	Yield
With acetic acid for 18h; Reflux;	67%
With acetic acid for 16h; Reflux;	67%

: 67-56-1
methanol

: 14173-39-8
p-chlorophenylalanine

: 14173-40-1, 23434-91-5, 33965-47-8, 60594-65-2
(S)-2-amino-3-(4-chloro-phenyl)-propionic acid methyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride at 0℃;	66%
With thionyl chloride
With thionyl chloride at 0℃;
With thionyl chloride In methanol Reflux;

: 23147-58-2, 110822-84-9, 110822-85-0
glycolaldehyde dimer

: 88333-03-3, 10340-91-7
Benzyl isocyanide

: 14173-39-8
p-chlorophenylalanine

A: (3S,5S)-5-(4-Chloro-benzyl)-6-oxo-morpholine-3-carboxylic acid benzylamide

B: (3R,5S)-5-(4-Chloro-benzyl)-6-oxo-morpholine-3-carboxylic acid benzylamide

Conditions

Conditions	Yield
With trifluoroacetic acid at -40 - 20℃; Ugi reaction;	A 21% B 53%

...Expand

: 14173-39-8
p-chlorophenylalanine

: 494796-54-2
(S)-3-(4-chlorophenyl)-2-hydroxypropionic acid

Conditions

Conditions	Yield
With sulfuric acid; sodium nitrite In water at 0 - 20℃;	42.9%
With sulfuric acid; sodium nitrite at 0 - 20℃;	20%

: 14173-39-8
p-chlorophenylalanine

: 81198-32-5
5-(2'-cloro)fenil-7-metilpirazolo-<4,3-c><1,2,4>-oxadiazin-3-one

: (S)-3-(4-Chloro-phenyl)-2-{3-[2-(2-chloro-phenyl)-5-methyl-4-nitroso-2H-pyrazol-3-yl]-ureido}-propionic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In 1,4-dioxane; water for 1.5h;	40%

: bis[dichloro(pentamethylcyclopentadienyl)ruthenium(III)]

: 14173-39-8
p-chlorophenylalanine

: 124-41-4
sodium methylate

: ((η5-pentamethylcyclopentadienyl)(η6-L-p-chlorophenylaniline)ruthenium) chloride

Conditions

Conditions	Yield
In methanol addn. of amino acid to Ru-complex in methanol and 1 M NaOMe, refluxing for 3 h with stirring under Ar; removal of solvent, dissolution in EtOH, addn. of CH2Cl2, pptn., filtn., drying under vacuum, recrystn. from MeOH, elem. anal.;	38%

...Expand

6-bromoisoatoic anhydride: 6-bromoisoatoic anhydride

: 14173-39-8
p-chlorophenylalanine

: 51301-86-1, 57292-44-1, 129101-26-4, 68090-88-0
Boc-p-chloro-L-Phe-OH

: D,L-N-(2-Amino-5-bromobenzoyl)-4-chlorophenylalanine

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; pyridine	27%

...Expand

: 14173-39-8
p-chlorophenylalanine

: 57213-15-7
p-Chlor-m-nitrophenylalanin

Conditions

Conditions	Yield
With sulfuric acid; nitric acid

: 14173-39-8
p-chlorophenylalanine

: 10387-40-3
potassium thioacetate

: 177741-56-9
(S)-2-Acetylsulfanyl-3-(4-chloro-phenyl)-propionic acid

Conditions

Conditions	Yield
With hydrogen bromide; sodium nitrite 2.) DMF; Yield given. Multistep reaction;

: 14173-39-8
p-chlorophenylalanine

: 154715-61-4
4-uulfamoyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester

: (S)-3-(4-Chloro-phenyl)-2-(4-sulfamoyl-benzoylamino)-propionic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; N,N-dimethyl-formamide for 24h; Ambient temperature;

: 14173-39-8
p-chlorophenylalanine

: 176170-33-5
(4-Sulfamoyl-benzoylamino)-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester

: (S)-3-(4-Chloro-phenyl)-2-[2-(4-sulfamoyl-benzoylamino)-acetylamino]-propionic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; N,N-dimethyl-formamide for 24h; Ambient temperature;

: 14173-39-8
p-chlorophenylalanine

: 67460-24-6
[2-(4-Sulfamoyl-benzoylamino)-acetylamino]-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester

: (S)-3-(4-Chloro-phenyl)-2-{2-[2-(4-sulfamoyl-benzoylamino)-acetylamino]-acetylamino}-propionic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; N,N-dimethyl-formamide for 24h; Ambient temperature;

L-4-Chlorophenylalanine Specification

The IUPAC name of L-4-Chlorophenylalanine is (2S)-2-amino-3-(4-chlorophenyl)propanoic acid. With the CAS registry number 14173-39-8, it is also named as 4-Chloro-3-phenyl-L-alanine. The product's categories are Amino Acids; Phenylalanine Analogs and other Aromatic Alpha Amino Acids; Phenylalanine [Phe, F]; Unusual Amino Acids; A-Amino. Besides, it is white powder, which should be stored in sealed, cool and dry place at RT. In addition, its molecular formula is C₉H₁₀ClNO₂ and molecular weight is 199.64.

The other characteristics of L-4-Chlorophenylalanine can be summarized as: (1)EINECS: 238-023-5; (2)ACD/LogP: 1.71; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -0.79; (5)ACD/LogD (pH 7.4): -0.8; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 1; (10)#H bond acceptors: 3; (11)#H bond donors: 3; (12)#Freely Rotating Bonds: 4; (13)Index of Refraction: 1.589; (14)Molar Refractivity: 50.38 cm³; (15)Molar Volume: 149.3 cm³; (16)Surface Tension: 55.4 dyne/cm; (17)Density: 1.336 g/cm³; (18)Flash Point: 159.1 °C; (19)Melting point: 263 °C; (20)alpha: -27 °(c=0.5, H₂O 34 °C); (21)Enthalpy of Vaporization: 61.53 kJ/mol; (22)Boiling Point: 339.5 °C at 760 mmHg; (23)Vapour Pressure: 3.54E-05 mmHg at 25 °C.

When you are using this chemical, please be cautious about it as the following: it is toxic if swallowed. And it may cause sensitization by skin contact. You should wear suitable protective clothing and gloves when use it. Moreover, in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
(1)SMILES: Clc1ccc(cc1)CC(C(=O)O)N
(2)InChI: InChI=1/C9H10ClNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)
(3)InChIKey: NIGWMJHCCYYCSF-UHFFFAOYAR
(4)Std. InChI: InChI=1S/C9H10ClNO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)
(5)Std. InChIKey: NIGWMJHCCYYCSF-UHFFFAOYSA-N

Product Name

L-4-Chlorophenylalanine

Synthetic route

L-4-Chlorophenylalanine Specification

Related Products

Hot Products