Product Name

  • Name

    Methyl L-phenylalaninate hydrochloride

  • EINECS 231-383-4
  • CAS No. 7524-50-7
  • Article Data151
  • CAS DataBase
  • Density
  • Solubility
  • Melting Point 158-162 °C(lit.)
  • Formula C10H14ClNO2
  • Boiling Point 264.2 °C at 760 mmHg
  • Molecular Weight 215.68
  • Flash Point 126 °C
  • Transport Information
  • Appearance white to off-white fine crystalline powder
  • Safety 24/25-45-36/37/39-27-26
  • Risk Codes 36/37/38-34
  • Molecular Structure Molecular Structure of 7524-50-7 (Methyl L-phenylalaninate hydrochloride)
  • Hazard Symbols IrritantXi, CorrosiveC
  • Synonyms H-Phe-OMe·HCl;Alanine, phenyl-,methyl ester, hydrochloride, L- (7CI,8CI);L-Phenylalanine, methyl ester,hydrochloride (9CI);(S)-2-Amino-3-phenylpropionic acid methyl ester hydrochloride;(S)-Phenylalanine methyl ester hydrochloride;Methyl(2S)-2-amino-3-phenylpropanoate hydrochloride;Methyl (S)-2-amino-3-phenylpropanoatehydrochloride;Methyl (S)-phenylalaninate hydrochloride;MethylL-phenylalaninate hydrochloride;NSC 194642;Phenylalanine methyl ester hydrochloride;
  • PSA 52.32000
  • LogP 2.23170

Synthetic route

methanol
67-56-1

methanol

L-phenylalanine
63-91-2

L-phenylalanine

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With thionyl chloride 1.) from 0 deg C to RT, 100 min, 2.) reflux, 2 h;100%
With thionyl chloride for 2h; Heating;100%
With thionyl chloride at 20℃;100%
L-phenylalanine
63-91-2

L-phenylalanine

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With thionyl chloride In methanol100%
With thionyl chloride In methanol at 0 - 20℃;100%
With thionyl chloride In methanol98%
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester
51987-73-6

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethyl acetate at 0℃; for 2h;100%
With hydrogenchloride In 1,4-dioxane for 2h;
With hydrogenchloride In 1,4-dioxane at 21 - 23℃; for 1h;
With hydrogenchloride In 1,4-dioxane at 21 - 23℃; for 1h;
L-phenylalanine
63-91-2

L-phenylalanine

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 20℃; for 18h;99%
With hydrogenchloride Ambient temperature;
With hydrogenchloride at 20℃;
N-formyl-L-phenylalanine-methylester
2311-21-9

N-formyl-L-phenylalanine-methylester

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol for 1h; Heating;99%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

L-phenylalanine
63-91-2

L-phenylalanine

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
In methanol at 20℃; for 24h;99%
methanol
67-56-1

methanol

(S)-3-amino-4-phenyl-2-butanone
52735-74-7

(S)-3-amino-4-phenyl-2-butanone

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 80℃; for 4.5h;98%
(S)-methyl 2-(2,4-dinitrophenylsulfonamido)-3-phenylpropanoate
196214-22-9

(S)-methyl 2-(2,4-dinitrophenylsulfonamido)-3-phenylpropanoate

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: (S)-methyl 2-(2,4-dinitrophenylsulfonamido)-3-phenylpropanoate With thiophenol In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: With hydrogenchloride		96%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

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

(S)-N-acetylphenylalanine

A

2-methylpropyl acetate
110-19-0

2-methylpropyl acetate

B

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: (S)-N-acetylphenylalanine With triphenyl phosphite; chlorine; triethylamine In tetrahydrofuran at -30℃;
Stage #2: 2-methyl-propan-1-ol In tetrahydrofuran at -30 - 20℃;
Stage #3: With water		A n/a
B 95%
...Expand
methanol
67-56-1

methanol

L-phenylalanine hydrochloride
17585-69-2, 27172-85-6, 28069-46-7, 74496-49-4, 79541-99-4

L-phenylalanine hydrochloride

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at -10 - 20℃; for 16h;95%
With thionyl chloride at 0℃;93%
With acetyl chloride at 20℃; for 0.5h;
methanol
67-56-1

methanol

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

N-tert-butoxycarbonyl-L-phenylalanine

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With chloro-trimethyl-silane at 20℃; for 19h; Esterification; de-tert-butoxycarbonylation;94%
With thionyl chloride at 50℃; for 5h; Inert atmosphere;
methyl N-{[2-(trimethylsilyl)ethyl]sulfonyl}-L-phenylalaninate
106018-94-4

methyl N-{[2-(trimethylsilyl)ethyl]sulfonyl}-L-phenylalaninate

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide at 95℃; for 10h;87%
(S)-methyl 2-(2-nitrophenylsulfonamido)-3-phenylpropanoate
203873-67-0

(S)-methyl 2-(2-nitrophenylsulfonamido)-3-phenylpropanoate

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: (S)-methyl 2-(2-nitrophenylsulfonamido)-3-phenylpropanoate With 1,8-diazabicyclo[5.4.0]undec-7-ene; 2-hydroxyethanethiol In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: With hydrogenchloride		81%
(S)-2-benzylamino-3-phenyl-propionic acid methyl ester
66399-75-5, 84028-90-0

(S)-2-benzylamino-3-phenyl-propionic acid methyl ester

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: (S)-2-benzylamino-3-phenyl-propionic acid methyl ester With tert.-butylhydroperoxide; dirhodium(II) tetrakis(caprolactam) In acetonitrile at 20℃; for 16h;
Stage #2: With hydrogenchloride In diethyl ether at 20℃; for 6h;		78%
methyl (S)-3-phenyl-2-(1H-pyrrol-1-yl)propanoate
116763-08-7

methyl (S)-3-phenyl-2-(1H-pyrrol-1-yl)propanoate

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: methyl (S)-3-phenyl-2-(1H-pyrrol-1-yl)propanoate With ozone In methanol at -78℃; for 2.5h; Inert atmosphere;
Stage #2: With thiourea In methanol at -78 - 0℃; for 1.5h; Inert atmosphere;
Stage #3: With hydrogenchloride In 1,4-dioxane; methanol at 0 - 20℃; for 6h; Inert atmosphere;		71%
N-formyl-L-phenylalanine
13200-85-6

N-formyl-L-phenylalanine

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride
methanol
67-56-1

methanol

DL-β-chloro-β-phenylalanine hydrochloride
126027-31-4

DL-β-chloro-β-phenylalanine hydrochloride

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Yield given. Multistep reaction;
NPS-Phe-OMe
17349-27-8

NPS-Phe-OMe

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether
(S)-2-{[1-[(1S,2R,5R)-5-Methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl]-meth-(E)-ylidene]-amino}-3-phenyl-propionic acid methyl ester

(S)-2-{[1-[(1S,2R,5R)-5-Methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl]-meth-(E)-ylidene]-amino}-3-phenyl-propionic acid methyl ester

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether at 20℃; Hydrolysis;
L-phenylalanine
63-91-2

L-phenylalanine

methyl iodide
74-88-4

methyl iodide

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Stage #1: L-phenylalanine With thionyl chloride
Stage #2: methyl iodide
methanol
67-56-1

methanol

Phe-Chlor
87877-11-0

Phe-Chlor

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

benzyl bromide
100-39-0

benzyl bromide

t-BuOCOCH2-X

t-BuOCOCH2-X

A

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

B

pyrrole

pyrrole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: LDA / tetrahydrofuran / -78 °C
1.2: 85 percent / tetrahydrofuran / -78 °C
2.1: aq. HCl / diethyl ether / 20 °C
View Scheme
...Expand
Nps-L-Phe-OH
2688-22-4

Nps-L-Phe-OH

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 94 percent / dicyclohexylcarbodi-imide, 4-dimethylaminopyridine / 1) 0 deg C, 5 min, 2) 25 deg C, 3 h
2: HCl / diethyl ether
View Scheme
(R,S)-2-amino-3-phenylpropionamide
17193-31-6

(R,S)-2-amino-3-phenylpropionamide

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: enzymatic hydrolysis with pronase immobilized on ketonic polymer; effects of pH, substrat concentration, catalyst mass
2: 99 percent / SOCl2 / 3 h / Heating
View Scheme
methyl (2S)-2-amino-3-phenylpropanoate
2577-90-4

methyl (2S)-2-amino-3-phenylpropanoate

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water
C10H13NO2*C30H46N2O4*ClH
1202242-83-8

C10H13NO2*C30H46N2O4*ClH

A

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-dimethyl-7,10,13,19-tetraoxacyclooctadecane
1202242-75-8

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-dimethyl-7,10,13,19-tetraoxacyclooctadecane

B

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
In chloroform-d1; d(4)-methanol Equilibrium constant; Inert atmosphere;
C10H13NO2*C34H46N2O4*ClH
1202242-87-2

C10H13NO2*C34H46N2O4*ClH

A

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-dimethyl-11,12-benzo-7,10,13,19-tetraoxacyclooctadec-11-ene
1202242-76-9

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-dimethyl-11,12-benzo-7,10,13,19-tetraoxacyclooctadec-11-ene

B

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
In chloroform-d1; d(4)-methanol Equilibrium constant; Inert atmosphere;
C10H13NO2*C42H54N2O6*ClH
1202242-91-8

C10H13NO2*C42H54N2O6*ClH

A

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-diphenoxymethyl-7,10,13,19-tetraoxacyclooctadecane
1202242-77-0

(6S,17S)-1,4-di[N-(S)-α-phenylethyl]-1,4-diaza-6,17-diphenoxymethyl-7,10,13,19-tetraoxacyclooctadecane

B

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Conditions
ConditionsYield
In chloroform-d1; d(4)-methanol Equilibrium constant; Inert atmosphere;
Z-Leu-OH
2018-66-8

Z-Leu-OH

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-(benzyloxycarbonyl)-L-leucyl-L-phenylalanine methyl ester
10473-38-8, 16679-86-0, 120342-23-6, 4818-00-2

N-(benzyloxycarbonyl)-L-leucyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
In ethyl acetate at 40℃; thermolysin, 0.05 M 2-(N-morpholino)ethanesulfonic acid - NaOH buffer pH 6.0 - 7.0, CaCl2;100%
With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 21h;97%
With N-ethylmorpholine;; isobutyl chloroformate In ethyl acetate 1.) 1 h, -30 deg C, 2.) 1 h, room temperature;65%
t-Boc-L-valine
13734-41-3

t-Boc-L-valine

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester
20902-47-0

N-tert-butoxycarbonyl-L-valyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃; for 24h;100%
Stage #1: t-Boc-L-valine With 2,6-dimethylpyridine; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); 6-chloro-1-hydroxybenzotriazole In dichloromethane; N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With 2,6-dimethylpyridine In dichloromethane; N,N-dimethyl-formamide		97%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; acetonitrile at 20℃; for 3h;89%
N-(tert-butyloxycarbonyl)-L-isoleucine
13139-16-7

N-(tert-butyloxycarbonyl)-L-isoleucine

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(S)-methyl 2-((2S,3S)-2-((tert-butoxycarbonyl)amino)-3-methylpentanamido)-3-phenylpropanoate
97641-59-3

(S)-methyl 2-((2S,3S)-2-((tert-butoxycarbonyl)amino)-3-methylpentanamido)-3-phenylpropanoate

Conditions
ConditionsYield
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine 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 at 20℃; for 0.166667h;
Stage #2: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride at 20℃; for 1h;		100%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 0 - 20℃; for 2h;98%
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere;
Stage #2: N-(tert-butyloxycarbonyl)-L-isoleucine With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h; Inert atmosphere;
Stage #3: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;		88%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

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

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane for 24h; Ambient temperature;100%
With triethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;100%
In tetrahydrofuran; methanol at 20℃; for 4h; Inert atmosphere;99%
N-Cbz-L-Asp
1152-61-0

N-Cbz-L-Asp

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-benzyloxycarbonyl-L-aspartyl-L-phenylalanine methyl ester-L-phenylalanine methyl ester complex
68802-01-7

N-benzyloxycarbonyl-L-aspartyl-L-phenylalanine methyl ester-L-phenylalanine methyl ester complex

Conditions
ConditionsYield
With sodium hydroxide In water at 40℃; for 20h; immobilized thermolysin, pH 6.5;100%
BOC-ALA-HOBt
66024-53-1

BOC-ALA-HOBt

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-tert-butyloxycarbonylalanylphenylalanine methyl ester
2280-66-2

N-tert-butyloxycarbonylalanylphenylalanine methyl ester

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide for 0.5h;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(R)-2-azido-3-phenylpropanoic acid
118460-00-7

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

methyl <2R,2(2S)>-2-<2-azido-1-oxo-3-phenylamino>-3-phenylpropionate

methyl <2R,2(2S)>-2-<2-azido-1-oxo-3-phenylamino>-3-phenylpropionate

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(2S)-2-azido-3-phenylpropanoic acid
79410-35-8

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

methyl <2R,2(2S)>-2-<2-azido-1-oxo-3-phenylamino>-3-phenylpropionate

methyl <2R,2(2S)>-2-<2-azido-1-oxo-3-phenylamino>-3-phenylpropionate

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide 1.) 0 deg C, 2 h; 2.) room temp., 24 h;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-(tert-butoxycarbonyl)-2-methyl-L-proline
103336-06-7

N-(tert-butoxycarbonyl)-2-methyl-L-proline

N-(tertbutyloxycarbonyl)-α-methyl-L-prolyl-L-phenylalanine methyl ester
103336-07-8

N-(tertbutyloxycarbonyl)-α-methyl-L-prolyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

benzaldehyde
100-52-7

benzaldehyde

(S)-2-(benzylidene-amino)-3-phenyl-propionic acid methyl ester
68870-85-9, 120408-13-1, 137693-23-3, 40216-77-1

(S)-2-(benzylidene-amino)-3-phenyl-propionic acid methyl ester

Conditions
ConditionsYield
With magnesium sulfate; triethylamine In dichloromethane100%
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With magnesium sulfate; triethylamine In dichloromethane at 20℃; for 0.25h; Inert atmosphere;
Stage #2: benzaldehyde In dichloromethane at 20℃; Inert atmosphere;		97%
With triethylamine In chloroform at 0 - 20℃; for 24h; Inert atmosphere; Sealed tube;96%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

methyl (E,S)-2-(4-methoxybenzylideneamino)-3-phenylpropionate
660838-99-3

methyl (E,S)-2-(4-methoxybenzylideneamino)-3-phenylpropionate

Conditions
ConditionsYield
With sodium carbonate In methanol for 12h; Ambient temperature;100%
With 4 A molecular sieve; titanium tetrachloride; sodium sulfate; triethylamine In dichloromethane at 20℃; for 8h;94%
With sodium hydrogencarbonate In methanol Reflux;87%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-Benzyloxycarbonyl-L-proline
1148-11-4

N-Benzyloxycarbonyl-L-proline

N-carbobenzoxy-L-prolyl-L-phenylalanine methyl ester
23631-72-3

N-carbobenzoxy-L-prolyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
With N-Ethylmaleimide; benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 25℃; for 18h; pH 7.0-7.5;100%
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 19h;92%
With triethylamine; 2-Pyridon-1-yl diphenyl phosphate In N,N-dimethyl-formamide for 3h; Ambient temperature;85%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

CBZ-piperazinesulfonyl chloride

CBZ-piperazinesulfonyl chloride

(S)-4-<<1-(methoxycarbonyl)-2-phenylethyl>sulfamoyl>piperazine-1-carboxylic acid benzyl ester

(S)-4-<<1-(methoxycarbonyl)-2-phenylethyl>sulfamoyl>piperazine-1-carboxylic acid benzyl ester

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane for 96h; Ambient temperature;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

methyl (S)-2-ethyloxycarbonylamino-3-phenylpropanoate
91084-05-8

methyl (S)-2-ethyloxycarbonylamino-3-phenylpropanoate

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 0 - 20℃;100%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;93%
With triethylamine In tetrahydrofuran at 0 - 20℃;87%
With sodium hydrogencarbonate for 4h; Ambient temperature; Yield given;
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-[3β-hydroxy-lup-20(29)-en-28-oyl]-8-aminooctanoic acid
150841-42-2

N-[3β-hydroxy-lup-20(29)-en-28-oyl]-8-aminooctanoic acid

(S)-2-{8-[((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Acetoxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysene-3a-carbonyl)-amino]-octanoylamino}-3-phenyl-propionic acid methyl ester
174740-20-6

(S)-2-{8-[((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-Acetoxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysene-3a-carbonyl)-amino]-octanoylamino}-3-phenyl-propionic acid methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane for 15h; Ambient temperature;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

5-[tert-butoxycarbonyl-(3,5-di-tert-butylbenzyl)-amino]pentanoic acid
518033-67-5

5-[tert-butoxycarbonyl-(3,5-di-tert-butylbenzyl)-amino]pentanoic acid

2-{5-[tert-butoxycarbonyl(3,5-di-tert-butylbenzyl)amino]pentanoylamino}-3-phenylpropanoic acid methyl ester
518033-68-6

2-{5-[tert-butoxycarbonyl(3,5-di-tert-butylbenzyl)amino]pentanoylamino}-3-phenylpropanoic acid methyl ester

Conditions
ConditionsYield
Stage #1: 5-[tert-butoxycarbonyl-(3,5-di-tert-butylbenzyl)-amino]pentanoic acid With 1,1'-carbonyldiimidazole In dichloromethane for 0.333333h;
Stage #2: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With 1H-imidazole In dichloromethane at 20℃;		100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(3S,4S)-1-(4-fluorobenzoyl)-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one
740802-81-7

(3S,4S)-1-(4-fluorobenzoyl)-3-triisopropylsiloxy-4-difluoromethylazetidin-2-one

[(2S,3S)-4,4-difluoro-3-(4-fluorobenzoylamino)-2-triisopropylsiloxybutanoyl]-(S)-phenylalanine methyl ester

[(2S,3S)-4,4-difluoro-3-(4-fluorobenzoylamino)-2-triisopropylsiloxybutanoyl]-(S)-phenylalanine methyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine In dichloromethane at 25℃; for 12h;100%
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride
7524-50-7

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

Boc-Trp-OH
13139-14-5

Boc-Trp-OH

Nα-(tert-butoxycarbonyl)-L-tryptophyl-L-phenylalanine methyl ester
72156-62-8

Nα-(tert-butoxycarbonyl)-L-tryptophyl-L-phenylalanine methyl ester

Conditions
ConditionsYield
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With sodium carbonate In dichloromethane; water
Stage #2: Boc-Trp-OH With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;		100%
With O‑(6‑chlorobezotriazol‑1‑yl)‑N,N,N,N‑tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;99%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 0 - 20℃; for 2h;96%
4-(1-carboxymethyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl)imidazole-1-carboxylic acid tert-butyl ester
847665-21-8

4-(1-carboxymethyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl)imidazole-1-carboxylic acid tert-butyl ester

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

4-{1-[(1-methoxycarbonyl-2-phenylethylcarbamoyl)methyl]-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl}-imidazole-1-carboxylic acid tert-butyl ester
847665-23-0

4-{1-[(1-methoxycarbonyl-2-phenylethylcarbamoyl)methyl]-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl}-imidazole-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃;100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

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

methyl (S)-2-[bis(tert-butoxycarbonyl) amino]-3-phenylpropanoate

Conditions
ConditionsYield
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With sodium carbonate In tetrahydrofuran; water at 20℃; for 2h;
Stage #2: di-tert-butyl dicarbonate With dmap In acetonitrile at 20℃; for 12h;		100%
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; tetrahydrofuran / 16 h / 22 °C / Inert atmosphere
2: dmap / acetonitrile / 16 h / 22 °C / Inert atmosphere
View Scheme
2-pyrazylcarboxylic acid
98-97-5

2-pyrazylcarboxylic acid

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-(2-pyrazinylcarbonyl)-L-phenylalanine methyl ester
73058-37-4

N-(2-pyrazinylcarbonyl)-L-phenylalanine methyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In dichloromethane; acetonitrile at -15 - 25℃; for 5h; Product distribution / selectivity;100%
With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 2.66667h;98%
Stage #1: 2-pyrazylcarboxylic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 0.666667h;
Stage #2: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With 4-methyl-morpholine In tetrahydrofuran for 12h;		98%
sodium acetate
127-09-3

sodium acetate

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

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

(S)-N-acetylphenylalanine

Conditions
ConditionsYield
With C16H20N5O2(1+)*Cl(1-) In dichloromethane at 20℃; for 0.166667h;100%
With 4-methyl-morpholine In methanol at 20℃; for 24h;90%
(2S-trans)-3-butyl-oxirane carboxylic acid.dicyclohexylammonium salt
387400-58-0

(2S-trans)-3-butyl-oxirane carboxylic acid.dicyclohexylammonium salt

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

pivaloyl chloride
3282-30-2

pivaloyl chloride

(2S-trans)-N-[(2S)-1-methoxy-1-oxo-3-phenyl-2-propyl]-3-butyloxiranecarboxamide

(2S-trans)-N-[(2S)-1-methoxy-1-oxo-3-phenyl-2-propyl]-3-butyloxiranecarboxamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; ethyl acetate100%
...Expand
(R)-3-benzyloxycarbonyl-2-pentylpropanoic acid
611212-55-6

(R)-3-benzyloxycarbonyl-2-pentylpropanoic acid

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

N-[(R)-3-benzyloxycarbonyl-2-pentylpropanoyl]-L-phenylalanine methyl ester
1035610-05-9

N-[(R)-3-benzyloxycarbonyl-2-pentylpropanoyl]-L-phenylalanine methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;100%
carbon monoxide
201230-82-2

carbon monoxide

17-iodo-5α-androst-16-ene
26313-26-8

17-iodo-5α-androst-16-ene

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

C30H41NO3
840474-62-6

C30H41NO3

Conditions
ConditionsYield
With palladium diacetate; triethylamine; triphenylphosphine at 100℃; for 8h;100%
...Expand
O-methyl-N-tert-butoxycarbonyl-L-tyrosine
53267-93-9

O-methyl-N-tert-butoxycarbonyl-L-tyrosine

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

(S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanamido)-3-phenylpropanoate

(S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanamido)-3-phenylpropanoate

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane for 15h;100%
tert-butyl isothiocyanate
590-42-1

tert-butyl isothiocyanate

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

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

methyl [2-(3-tert-butyl-1-thioureido)]-3-phenylpropionate

methyl [2-(3-tert-butyl-1-thioureido)]-3-phenylpropionate

Conditions
ConditionsYield
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride With triethylamine In tetrahydrofuran for 0.0833333h;
Stage #2: tert-butyl isothiocyanate In tetrahydrofuran for 1h; Heating / reflux;		100%

Methyl L-phenylalaninate hydrochloride Chemical Properties

Molecular structure of Methyl L-phenylalaninate hydrochloride (CAS NO.7524-50-7) is:

Product Name: Methyl L-phenylalaninate hydrochloride
CAS Registry Number: 7524-50-7
IUPAC Name: methyl 2-amino-3-phenylpropanoate hydrochloride
Molecular Weight: 215.67666 [g/mol]
Molecular Formula: C10H14ClNO2
H-Bond Donor: 2
H-Bond Acceptor: 3
EINECS: 231-383-4
Melting Point: 158-162 °C(lit.)
Sensitive: Hygroscopic 
Flash Point: 126 °C
Enthalpy of Vaporization: 50.2 kJ/mol
Boiling Point: 264.2 °C at 760 mmHg
Vapour Pressure: 0.00986 mmHg at 25°C
Product Categories: Protected Amino Acids;Amino Acids Series;Aminoacids Derivatives;Amino Acid Derivatives;Amino Acids;Phenylalanine [Phe, F];Amino Acids and Derivatives;Amino Acid Methyl Esters;Amino Acids (C-Protected);Biochemistry;Amino hydrochloride;Amino Acid Derivatives;Peptide Synthesis;Phenylalanine

Methyl L-phenylalaninate hydrochloride Uses

 Methyl L-phenylalaninate hydrochloride (CAS NO.7524-50-7) is used as pharmaceutical intermediates.

Methyl L-phenylalaninate hydrochloride Safety Profile

Safty information about Methyl L-phenylalaninate hydrochloride (CAS NO.7524-50-7) is:
Hazard Codes: IrritantXi, CorrosiveC
Risk Statements: 36/37/38-34 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R34:Causes burns.
Safety Statements: 24/25-45-36/37/39-27-26 
S24/25:Avoid contact with skin and eyes. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S27:Take off immediately all contaminated clothing. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
HazardClass: IRRITANT
HS Code: 29224995

Methyl L-phenylalaninate hydrochloride Specification

 Methyl L-phenylalaninate hydrochloride , its cas register number is 7524-50-7. It also can be called L-Phenylalanine, methyl ester, hydrochloride ; Methyl (2S)-2-amino-3-phenylpropanoate hydrochloride ; L-Phenylalanine methyl ester hydrochloride .It is a white to off-white fine crystalline powder.

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