L-Phenylalanine methyl ester supplier

Name
methyl 3-phenyl-L-alaninate
EINECS 219-934-7
CAS No. 2577-90-4
Article Data198
CAS DataBase
Density 1.1 g/cm³
Solubility
Melting Point 131-133 °C
Formula C₁₀H₁₃NO₂
Boiling Point 264.2 °C at 760 mmHg
Molecular Weight 179.219
Flash Point 126 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Methyl 3-phenyl-L-alaninate;
PSA 52.32000
LogP 1.42970

Synthetic route

: 67-56-1
methanol

: 63-91-2
L-phenylalanine

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With thionyl chloride	100%
With thionyl chloride at -10 - 20℃; Inert atmosphere;	100%
With thionyl chloride at 0 - 20℃;	99%

: 129397-81-5
methyl (((9H-fluoren-9-yl)methoxy)carbonyl)-L-phenylalaninate

: 100-53-8
phenylmethanethiol

A: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

B: 9-benzylthiomethylfluorene

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide for 0.0333333h; Product distribution; other protected peptides, other thiol, var. TBAF conc., var. time, var. solvent, with or without ultrasound mixing;	A n/a B 100%
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide for 0.05h;	A n/a B 100%

...Expand

: 64590-81-4
(E)-α-(N-acylamino)cinnamic acid methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With hydrogen; (S)Fc-α-S(C5H5)Fe(C5H3(PPh2)CH(OH)C6H4(PPh2)); [Rh(norbornadiene)2]BF4 In methanol at 25℃; under 750.075 Torr; for 1h; Product distribution / selectivity;	100%
With hydrogen; (S)-1-diphenylphosphino-2-[α-(S)-methoxy(o-diphenylphosphinophenyl)methyl]ferrocene; [Rh(norbornadiene)2]BF4 In methanol at 25℃; under 750.075 Torr; for 1h; Product distribution / selectivity;	100%

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With Amberlyst A21 In dichloromethane at 0 - 20℃; for 2h; stereoselective reaction;	99%
With Amberlyst A21 resin In dichloromethane at 0 - 20℃; for 2h; Reagent/catalyst;	99%
With potassium carbonate In dichloromethane; water at 20℃;	97%

: 35909-92-3
N-carbobenzoxy-L-phenylalanine methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With hydrogen In methanol at 27℃; under 750.075 Torr; for 2h; Reagent/catalyst; Green chemistry;	99%

: 129397-81-5
methyl (((9H-fluoren-9-yl)methoxy)carbonyl)-L-phenylalaninate

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With piperazine; diethyl {[(1-methoxy-1-oxo-3-phenylpropan-2-yl)amino]methylidene}propanedioate In ethanol at 20℃; for 0.5h;	98%
With sodium azide In N,N-dimethyl-formamide at 50℃; for 3h;	97%
With triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate In neat (no solvent) at 25℃; Green chemistry;	82%
With aluminium trichloride; N,N-dimethyl-aniline In dichloromethane for 4h; Heating;
With Octanethiol; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide for 0.166667h; Inert atmosphere;

: 1152-61-0
N-Cbz-L-Asp

A: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

B: 33605-72-0
N-carbobenzyloxy-L-aspartyl-L-phenylalanine methyl ester

Conditions

Conditions	Yield
In N-methyl-acetamide; water	A 95.5% B n/a

: 150-30-1
Phenylalanine

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With sodium hydroxide; sulfuric acid In methanol; water	94.5%

: 107897-41-6
N-(((tert-butyldimethylsilyl)oxy)carbonyl)phenylalanine methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran for 1h; Ambient temperature;	93%

: 211567-40-7
(S)-2-(2-Aza-bicyclo[2.2.1]hept-5-en-2-yl)-3-phenyl-propionic acid methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
Bio-Rad AG 50W-X2 In ethanol at 45℃; for 1.5h;	93%

: (S)-2-{3-[2-(3,4-Dihydroxy-phenyl)-ethyl]-ureido}-3-phenyl-propionic acid methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With mushroom tyrosinase E.C. 1.14.18.1; oxygen In phosphate buffer; acetonitrile at 20℃;	93%

: 228704-07-2
N-Tsoc-phenylalanine methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃;	92%
With tetrabutyl ammonium fluoride In tetrahydrofuran for 0.166667h; Inert atmosphere; Schlenk technique;	89%

: (S)-2-[4-((S)-1-Methoxycarbonyl-2-phenyl-ethylcarbamoyloxy)-but-2-ynyloxycarbonylamino]-3-phenyl-propionic acid methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With Amberlite IRA-400 bound triethylammonium tetrathiomolybdate In methanol at 28℃; for 1h; ultrasonication;	92%

: 128369-71-1
(S)-methyl-(N-allyloxycarbonyl)phenylalaninate

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran	91%

: 34143-74-3
1H,1H,2H,2H-Perfluorodecanethiol

: 203873-67-0
(S)-methyl 2-(2-nitrophenylsulfonamido)-3-phenylpropanoate

A: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

B: 1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-decylsulfanyl)-2-nitro-benzene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 50℃;	A 91% B n/a

...Expand

: 1363553-45-0
(S)-methyl 2-(4,5-dimethoxy-2-methylbenzylamino)-3-phenylpropanoate

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With ammonium cerium (IV) nitrate; water In acetonitrile at 20℃; for 48h; Inert atmosphere;	91%

: 51987-73-6
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With phosphoric acid In dichloromethane at 20℃; for 3h;	90%
With 3-butyl-l-methyl-1H-imidazol-3-iumtrifloroacetate In 1,4-dioxane; water at 80 - 82℃; for 3h;	70%
With molecular sieve; boron trifluoride diethyl etherate In dichloromethane for 20h; Ambient temperature;

: 1222062-82-9
diethyl {[(1-methoxy-1-oxo-3-phenylpropan-2-yl)amino]methylidene}propanedioate

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With ethylenediamine In ethanol at 20℃; for 2.3h;	90%

: 344765-03-3
2-(4-methoxybenzylamino)-3-phenypropionic acid methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With hydrogenchloride; riboflavin tetraacetate; water In acetonitrile for 1h; pH=3; Irradiation; In air;	90%

: (S)-2-[3-(4-Hydroxy-phenyl)-ureido]-3-phenyl-propionic acid methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With mushroom tyrosinase E.C. 1.14.18.1; oxygen In phosphate buffer; acetonitrile at 20℃;	87%

: 116911-32-1
(S)-2-azido-3-phenylpropionic acid methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 12h;	85%
With hydrogen; palladium on activated charcoal

: 63-91-2
L-phenylalanine

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With sulfuric acid In methanol	83.2%
With sulfuric acid In methanol
Multi-step reaction with 2 steps 1.1: acetyl chloride / 0.17 h / 10 °C 1.2: 8 h / 10 - 20 °C 2.1: sodium hydroxide / chloroform View Scheme

: 2311-21-9
N-formyl-L-phenylalanine-methylester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In methanol	80%

: 67-56-1
methanol

: 81917-69-3
N-(1-Benzotriazolylcarbonyl)-L-phenylalanin

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With TEA at 20℃; for 4h;	78%

: 79561-72-1
N,N-bis-allyl-L-phenylalanine methyl ester

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With Wilkinson's catalyst In water; acetonitrile for 2h; Heating;	76%

: 87900-19-4
(2R,5S)-2-Benzyl-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazine

A: 4070-48-8
L-Valine methyl ester

B: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

C: 21685-51-8
D-phenylalanine methyl ester

Conditions

Conditions	Yield
With hydrogenchloride for 10h; Ambient temperature;	A n/a B n/a C 73%

...Expand

: methyl (2-methoxybenzoyl)phenylalaninate

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
Stage #1: methyl (2-methoxybenzoyl)phenylalaninate With Schwartz's reagent In tetrahydrofuran at -5 - 0℃; for 2h; Inert atmosphere; Stage #2: With ammonium chloride In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;	68%

: 106018-94-4
methyl N-{[2-(trimethylsilyl)ethyl]sulfonyl}-L-phenylalaninate

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

Conditions

Conditions	Yield
With hydrogen fluoride; methoxybenzene In dichloromethane at 0℃; for 1h; desulfonylation;	65%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 13122-89-9
(S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In various solvent(s) at 65℃; for 3h;	100%
With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine In dichloromethane	98%
With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In Dichlorodifluoromethane; water at 20℃; for 3h;	96%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 3182-95-4
L-Phenylalaninol

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; diborane In tetrahydrofuran at 20℃; for 1h;	100%
With hydrogen In ethanol at 110℃; under 30003 Torr; Reagent/catalyst; Autoclave; chemoselective reaction;	91.1%
With lithium aluminium tetrahydride In tetrahydrofuran for 4h; Heating;	86%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 1152-61-0
N-Cbz-L-Asp

: 33605-72-0
N-carbobenzyloxy-L-aspartyl-L-phenylalanine methyl ester

Conditions

Conditions	Yield
thermolysin-immobilized capsule membrane In chloroform at 45℃; for 24h;	100%
thermolysin-immobilized capsule membrane In chloroform at 45℃; for 24h; Mechanism; KM, kcat; other catalyst, rection time, temperature;	100%
at 55℃; cross-linked enzyme crystal (T-CLEC);	95%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 63-91-2
L-phenylalanine

Conditions

Conditions	Yield
With ammonium bicarbonate; water In dichloromethane for 48h; α-chymotrypsin;	100%
With sodium hydroxide In water; ethyl acetate pH=9 - 10;	93%
at 25℃; for 0.833333h; enzyme alcalase from Bacillus licheniforms; pH 8.2;

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 108-24-7
acetic anhydride

: 3618-96-0
(S)-N-acetylphenylalanine

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 4h;	100%
With sodium hydrogencarbonate In dichloromethane; water at 25℃; for 4h; Schotten-Baumann Reaction;	100%
With triethylamine In dichloromethane at 20℃; for 1h;	94%

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

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 51987-73-6
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine	100%
copper(II) bis(tetrafluoroborate) at 30 - 35℃; for 0.166667h;	99%
With sodium hydrogencarbonate In 1,4-dioxane; water at 0℃; for 1h;	99%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 1-boraadamantane-tetrahydrofurane

: 1-boraadamantane-L-phenylalanine methyl ester

Conditions

Conditions	Yield
In dichloromethane	100%

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

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 154409-62-8
methyl (S)-2-[bis(tert-butoxycarbonyl) amino]-3-phenylpropanoate

Conditions

Conditions	Yield
With dmap	100%
Stage #1: di-tert-butyl dicarbonate; methyl (2S)-2-amino-3-phenylpropanoate With sodium carbonate In tetrahydrofuran; water at 0 - 20℃; Stage #2: With dmap In acetonitrile at 20℃;	92%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 47173-80-8
N-Boc-D-serine(Bzl)-OH

: 192723-29-8
(S)-2-((R)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-3-phenyl-propionic acid methyl ester

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	100%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane

: 61357-36-6
1-boraadamantane tetrahydrofuranate

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: C19H28BNO2

Conditions

Conditions	Yield
	100%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 112695-98-4, 79777-82-5
N-(tert-butoxycarbonyl)-L-tert-leucine

: Boc-Ala(tBu)-Phe-OMe

Conditions

Conditions	Yield
With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine In dichloromethane	100%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: C24H31N3O5

: 13122-89-9
(S)-methyl 2-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanamido)-3-phenylpropanoate

Conditions

Conditions	Yield
With zinc diacetate; sodium acetate In tetrahydrofuran at 60℃; for 24h; Reagent/catalyst; Temperature;	100%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 35661-40-6
N-Fmoc L-Phe

: Fmoc-L-Phe-L-Phe-OMe

Conditions

Conditions	Yield
Stage #1: N-Fmoc L-Phe With N,N'-dimethylbenzylamine; isopropyl chloroformate; N-ethyl-N,N-diisopropylamine In 1,4-dioxane; acetonitrile at 60℃; for 0.00139167h; Flow reactor; Stage #2: methyl (2S)-2-amino-3-phenylpropanoate With 1-methyl-1H-imidazole; hydrogenchloride In 1,4-dioxane; water; acetonitrile at 60℃; for 0.0333333h; Flow reactor;	100%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 4023-34-1
cyclopropanecarboxylic acid chloride

: methyl N-cyclopropylcarbonylphenylalaninate

Conditions

Conditions	Yield
With triethylamine In chloroform at 20℃; for 0.0222222h; Flow reactor;	99.9%
In diethyl ether for 3h; Heating;	57%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 616-34-2
methoxycarbonylmethylamine

: 721-90-4
(S)-PheGly

Conditions

Conditions	Yield
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate at 50℃; Ionic liquid; Inert atmosphere; Stage #2: With trifluoroacetic acid Stage #3: methoxycarbonylmethylamine Temperature; Further stages;	99.9%

: 13139-15-6
N-tert-butoxycarbonyl-L-leucine

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 15136-32-0, 87976-66-7, 120342-25-8, 5874-73-7
(N-(tert-butoxycarbonyl)-L-leucinyl)-L-phenylalanine methyl ester

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere;	99%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane; acetonitrile at 20℃; Inert atmosphere;	99%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Inert atmosphere;	99%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 88744-38-1
benzotriazol-1-yl p-aminobenzoate

: L-phenylalanine-N-(4-aminobenzoyl) methyl ester

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide Ambient temperature;	99%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 100-39-0
benzyl bromide

: 184774-09-2
N,N-dibenzyl-L-phenylalanine methyl ester

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; dimethyl sulfoxide for 12h; Reflux;	99%
With sodium hydrogencarbonate In tetrahydrofuran; dimethyl sulfoxide at 85℃; for 16h;

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 37553-65-4, 64263-83-8, 85466-66-6
N-tert-butoxycarbonyl-N-methyl-D-phenylalanine

: 934715-26-1
Boc-D-Phe(N-Me)-Phe-OMe

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere;	99%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane; acetonitrile at 20℃; Inert atmosphere;	97%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	90%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

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

: 94202-58-1
t-Boc-D-phenylalanyl-L-phenylalanine methyl ester

Conditions

Conditions	Yield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane; acetonitrile at 20℃; Inert atmosphere;	99%
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	98%
With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride	95%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 66863-43-2
(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid

: 900865-72-7
(S)-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate

Conditions

Conditions	Yield
Stage #1: (3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid With benzotriazol-1-ol In tetrahydrofuran at 0℃; for 0.166667h; Stage #2: methyl (2S)-2-amino-3-phenylpropanoate With 4-methyl-morpholine; dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 18h;	99%
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 18h;	98%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 173775-54-7
(R)-N-(tert-butoxycarbonyl)-4-fluoro-3-nitrophenylalanine

: C24H28FN3O7

Conditions

Conditions	Yield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 25℃; for 12h;	99%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 98-59-9
p-toluenesulfonyl chloride

: 51220-86-1, 149703-21-9, 42384-33-8
N-(p-toluenesulfonyl)-L-phenylalanine methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 12h; Inert atmosphere;	99%
In water at 110℃; for 0.0833333h; Microwave irradiation; Green chemistry; chemoselective reaction;	94%
β‐cyclodextrin In various solvent(s) at 20℃; for 0.75h; pH=8;	90%
With erbium(III) triflate In 2-methyltetrahydrofuran for 2h; Green chemistry;

: 1134603-24-9
C35H39N3O5

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 1134603-27-2
C45H52N4O7

Conditions

Conditions	Yield
at 120℃; for 10h; Inert atmosphere; Neat (no solvent); stereoselective reaction;	99%

: 2577-90-4
methyl (2S)-2-amino-3-phenylpropanoate

: 1363906-80-2
1-acetyl-2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidinium tetraphenylborate

: 3618-96-0
(S)-N-acetylphenylalanine

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 1h; Inert atmosphere;	99%

L-Phenylalanine methyl ester Specification

The L-Phenylalanine, methylester, with the CAS registry number 2577-90-4, is also known as Methyl 3-phenyl-L-alaninate. Its EINECS registry number is 219-934-7. This chemical's molecular formula is C₁₀H₁₃NO₂ and molecular weight is 179.21572. What's more, its systematic name is Methyl L-phenylalaninate.

Physical properties about L-Phenylalanine, methylester are: (1)ACD/LogP: 1.27; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 5; (6)Polar Surface Area: 29.54 Å²; (7)Index of Refraction: 1.53; (8)Molar Refractivity: 50.33 cm³; (9)Molar Volume: 162.8 cm³; (10)Polarizability: 19.95×10^-24 cm³; (11)Surface Tension: 42 dyne/cm; (12)Density: 1.1 g/cm³; (13)Flash Point: 126 °C; (14)Enthalpy of Vaporization: 50.2 kJ/mol; (15)Boiling Point: 264.2 °C at 760 mmHg; (16)Vapour Pressure: 0.00986 mmHg at 25 °C.

Preparation of L-Phenylalanine, methylester: this chemical is prepared by reaction of L-Phenylalanine with Methanol by heating. The reaction needs reagent Thionyl chloride. The yield is about 95 %.

The L-Phenylalanine, methylester can be obtained by L-Phenylalanine and Methanol.

Uses of L-Phenylalanine, methylester: it is used to produce other chemicals. For example, it is used to produce L-Phenylalanine amide at ambient temperature. The reaction needs reagent aq. NH₄OH and solvent Toluene. The reaction time is 16 hours. The yield is about 79 %.

L-Phenylalanine, methylester can be used to produce L-Phenylalanine amide.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(OC)[C@@H](N)Cc1ccccc1
(2) InChI: InChI=1/C10H13NO2/c1-13-10(12)9(11)7-8-5-3-2-4-6-8/h2-6,9H,7,11H2,1H3/t9-/m0/s1
(3) InChIKey: VSDUZFOSJDMAFZ-VIFPVBQEBN

Product Name

methyl 3-phenyl-L-alaninate

Synthetic route

L-Phenylalanine methyl ester Specification

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