L-Phenylglycine methyl ester hydrochloride supplier

Name
H-PHG-OME HCL
EINECS
CAS No. 15028-39-4
Article Data46
CAS DataBase
Density g/cm³
Solubility
Melting Point 200 °C (dec.)(lit.)
Formula C9H11 N O2 . Cl H
Boiling Point 238.9°Cat760mmHg
Molecular Weight 201.653
Flash Point 104.7°C
Transport Information
Appearance
Safety Hazard Codes Xi
Risk Statements 36
Safety Statements 26-36/37
WGK Germany 3
Risk Codes R36
Molecular Structure
Hazard Symbols
Synonyms Benzeneaceticacid, a-amino-, methyl ester,hydrochloride, (S)-; Benzeneacetic acid, a-amino-, methyl ester, hydrochloride, (aS)- (9CI); Glycine, 2-phenyl-,methyl ester, hydrochloride, L- (8CI);((S)-2-Methoxy-2-oxo-1-phenylethyl)ammonium chloride; (L)-Methylphenylglycinate hydrochloride; (S)-(+)-2-Phenylglycine methyl ester hydrochloride;(S)-2-Phenylglycine methyl ester hydrochloride; (S)-Methyl2-amino-2-phenylacetate hydrochloride; (S)-Phenylglycine methyl esterhydrochloride; L-Phenylglycine methyl ester hydrochloride; Methyl(2S)-2-amino-2-phenylacetate hydrochloride; Methyl (S)-amino(phenyl)acetatehydrochloride; Methyl (S)-phenylglycinate hydrochloride; MethylL-(+)-phenylglycinate hydrochloride; Methyl L-phenylglycinate hydrochloride;Phenylglycine methyl ester hydrochloride
PSA 52.32000
LogP 2.36170

Synthetic route

: 235786-93-3
(S)-methyl 2-((S)-1-phenylethylamino)-2-phenylacetate

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; palladium dihydroxide In methanol under 760.051 Torr; for 15h;	100%
With hydrogenchloride; palladium hydroxide on carbon; hydrogen In methanol; water under 760.051 Torr; for 15h; optical yield given as %ee;	100%

: 67-56-1
methanol

: 2935-35-5
(S)-2-phenylglycine

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride for 10h; Ambient temperature;	99%
With thionyl chloride for 8h; Heating;	97%
With thionyl chloride In methanol at 20℃; Cooling with ice;	97%

: 2935-35-5
(S)-2-phenylglycine

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

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water at 20℃;	99%
With hydrogenchloride at 20℃; for 18h;	94%

: 143978-88-5
N-tert-butoxycarbonyl-L-phenylglycine methyl ester

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In dichloromethane; ethyl acetate at 20℃; for 0.833333h; Inert atmosphere;	97%

: 67-56-1
methanol

: 48108-77-6
(S)-α-phenylglycinenitrile

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride	88%
With hydrogenchloride; water	88%

: 67-56-1
methanol

: 875-74-1
(R)-phenylglycine

A: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

B: 19883-41-1
D-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride for 20h; Ambient temperature;	A n/a B 76%

...Expand

: 6780-38-7
N-phthaloylglycine chloride

: 67627-99-0
N-benzyliden-α-phenyl-glycine methyl ester

: C26H20N2O5

: C26H20N2O5

C: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With 2,6-dimethylpyridine In toluene at 20℃; Staudinger Ketene Cycloaddition; Reflux; Inert atmosphere;	A 11% B 4% C 29%

...Expand

: 20698-91-3
(R)-methyl mandelate

A: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

B: 19883-41-1
D-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
e.e. = 76percent; Multistep reaction. Title compound not separated from byproducts;

: 67627-99-0
N-benzyliden-α-phenyl-glycine methyl ester

A: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

B: 19883-41-1
D-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Product distribution; multistep reaction; deracemisation was investigated by means of dipivaloyltartaric acids of different chirality in the presence of chiral amines of structure Ph-CHCH3-NHR; other temperature, acid, base;
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

: 153924-62-0
N-benzylidenephenylglycine methyl ester

A: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

B: 19883-41-1
D-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With (-)-O,O′-di-pivaloyl-L-tartaric acid; lithium (R)-N-methyl-N-α-methylbenzyl amide Product distribution; other lithium amides and diacyltartaric acides;
With (R)-PhCH(CH3)NLiCH2CH3; (3R) HOOCCH(OCOtC4H9)CH(OCOtC4H9)COOH 1.) THF, - 50 deg C; 2.) THF, -70 deg C; Yield given. Multistep reaction. Yields of byproduct given;

: 63430-99-9, 88967-39-9, 120328-94-1, 67628-17-5
methyl N-4'-methoxybenzylidenephenylglycinate

A: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

B: 19883-41-1
D-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With (-)-O,O′-di-pivaloyl-L-tartaric acid; lithium diisopropyl amide In tetrahydrofuran; diethyl ether at -105℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 139225-06-2
N-<(R)-2-hydroxy-1-phenylethyl>-(S)-2-aminobenzeneacetic acid methyl ester

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With lead(IV) acetate; hydrogenchloride 1.) CH2Cl2, MeOH, 0 deg C; Yield given. Multistep reaction;

: 83466-69-7
N-paradimethylaminobenzylidene phenylglycinate de methyle

A: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

B: 19883-41-1
D-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

: 63903-05-9
(R) N-benzylidene phenylglycinate de methyle

A: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

B: 19883-41-1
D-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;

: 100-52-7
benzaldehyde

SASRIN-maleidobenzoic acid resin: SASRIN-maleidobenzoic acid resin

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: Na2SO4 / methanol / 24 h / 20 °C 2: LiClO4 / acetonitrile / 20 °C 3: 91 percent / ceric ammonium nitrate / acetonitrile; H2O / 4 h / 20 °C 4: 88 percent / HCl View Scheme

: 228090-73-1
[(S)-1-(4-Methoxy-phenyl)-ethyl]-[1-phenyl-meth-(E)-ylidene]-amine

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: LiClO4 / acetonitrile / 20 °C 2: 91 percent / ceric ammonium nitrate / acetonitrile; H2O / 4 h / 20 °C 3: 88 percent / HCl View Scheme

: 827308-21-4
(S)-[(S)-1-(4-Methoxy-phenyl)-ethylamino]-phenyl-acetonitrile

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / ceric ammonium nitrate / acetonitrile; H2O / 4 h / 20 °C 2: 88 percent / HCl View Scheme

: 15028-40-7
DL-2-phenylglycine methyl ester hydrochloride

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) Et3N 2.) 3 Angstroem molecular sieves / 1.) Et2O, room temp., 1 h 2.) Et2O, room temp., 48 h View Scheme

: 2835-06-5
phenylglycin

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 95 percent / SOCl2 / 2 h at 45 deg C, 2 h at room temp. 2: 1.) Et3N 2.) 3 Angstroem molecular sieves / 1.) Et2O, room temp., 1 h 2.) Et2O, room temp., 48 h View Scheme

: 100-52-7
benzaldehyde

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: CHCl3 / 1 h / Ambient temperature; other aldehydes 2: methanol / 8 h / Ambient temperature 3: HCl / methanol / 5 h / Ambient temperature 4: 1.) Pb(OAc)4, 2.) dil. HCl / 1.) CH2Cl2, MeOH, 0 deg C View Scheme

: 153924-63-1
β-[(phenylmethylene)amino]-[R-(E)-]-benzeneethanol

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: methanol / 8 h / Ambient temperature 2: HCl / methanol / 5 h / Ambient temperature 3: 1.) Pb(OAc)4, 2.) dil. HCl / 1.) CH2Cl2, MeOH, 0 deg C View Scheme

: 139224-87-6
N-<(R)-2-hydroxy-1-phenylethyl>-(S)-α-aminobenzeneacetonitrile

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HCl / methanol / 5 h / Ambient temperature 2: 1.) Pb(OAc)4, 2.) dil. HCl / 1.) CH2Cl2, MeOH, 0 deg C View Scheme

: 15028-40-7
DL-2-phenylglycine methyl ester hydrochloride

A: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

B: 19883-41-1
D-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With sodium hexaflorophosphate; 1,3,5-Tris{[(S,S)-4,5-diphenyl-2-oxazolinyl]methyl}-2,4,6-triethylbenzene In water-d2; chloroform-d1 at 25℃; Resolution of racemate; optical yield given as %ee;
With chiral stationary phase including (R)-naphthylethyl-carbamate-functionalized CF6 In ethanol; n-heptane; trifluoroacetic acid at 20℃; Purification / work up;

: 160460-40-2
[(S)-1-(4-Methoxy-phenyl)-ethyl]-[1-phenyl-meth-(E)-ylidene]-amine

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: lithium perchlorate / acetonitrile / 20 °C 2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 20 °C / aq. phosphate buffer 3: hydrogenchloride; water View Scheme

: 147780-61-8
(S)-methyl 2-(benzyloxycarbonylamino)-2-phenylacetate

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; acetic acid In water

: 67-56-1
methanol

: 19883-74-0
(2S)-2-amino-3-(3-nitrophenyl)propanoic acid

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 20℃; Cooling with ice;

: 67-56-1
methanol

: 2900-27-8
(2S)-2-[(tert-butoxycarbonyl)amino]-2-phenylethanoic acid

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 0 - 23℃; Inert atmosphere;

: 5497-67-6
2,2-dimethyl-4-pentenal

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: (S)-methyl-2-(2,2-dimethyl-pent-4-enylideneamino)-2-phenylacetate

Conditions

Conditions	Yield
Stage #1: L-2-phenylglycine methyl ester hydrochloride With triethylamine In dichloromethane at 20℃; for 1h; Stage #2: 2,2-dimethyl-4-pentenal With magnesium sulfate In dichloromethane Further stages.;	100%

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: 155934-55-7
(4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde

: (S)-methyl-2-[((4S,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)methyleneamino]-2-phenylacetate

Conditions

Conditions	Yield
Stage #1: L-2-phenylglycine methyl ester hydrochloride With triethylamine In dichloromethane at 20℃; for 1h; Stage #2: (4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde With magnesium sulfate In dichloromethane Further stages.;	100%

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: 407-25-0
trifluoroacetic anhydride

: 145513-97-9
(S)-(+)-2-phenyl-N-(trifluoroacetyl)glycine methyl ester

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at -78 - 20℃; for 16h;	100%

: C26H44O8

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: C35H53NO9

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 0 - 20℃; for 1.16667h;	100%

: 4530-20-5
BOC-glycine

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: Boc-Gly-L-Phg-OMe

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane	100%

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

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: 143978-88-5
N-tert-butoxycarbonyl-L-phenylglycine methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 38h;	99%
Stage #1: L-2-phenylglycine methyl ester hydrochloride With potassium carbonate In water for 1h; Stage #2: di-tert-butyl dicarbonate With guanidine hydrochloride In ethanol at 35 - 40℃; for 0.25h;	91%
Stage #1: L-2-phenylglycine methyl ester hydrochloride With triethylamine In tetrahydrofuran for 0.333333h; Cooling; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran at 20℃; for 24h;	90%
In 1,4-dioxane for 18h; Ambient temperature; Yield given;
With triethylamine In methanol at 0 - 18℃; for 2h;

: 20260-53-1
pyridine-3-carbonyl chloride hydrochloride

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: 891274-00-3
N-nicotinylphenylglycine methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃;	99%

: (1R,2R)-2-(t-butyldiphenylsilyloxy)methyl-1-((1R)-1-methyl(carboxymethyl))cyclopropane

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: C32H39NO4Si

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; benzotriazol-1-ol In N,N-dimethyl-formamide at 0 - 20℃; for 3h;	99%

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: 74-89-5
methylamine

: 129213-83-8
(S)-2-amino-N-methyl-2-phenylacetamide

Conditions

Conditions	Yield
In water at 10 - 20℃; for 75h;	98%

: 79-37-8
oxalyl dichloride

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: 851679-73-7
(S)-[((S)-Methoxycarbonyl-phenyl-methyl)-aminooxalyl]-amino)-phenyl-acetic acid methyl ester

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0℃; for 3h;	98%

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: 109-76-2
Trimethylenediamine

: 937716-37-5
(2S)-N1-(3-aminopropyl)-2-phenylglycinamide

Conditions

Conditions	Yield
Stage #1: L-2-phenylglycine methyl ester hydrochloride With triethylamine In methanol; diethyl ether Stage #2: Trimethylenediamine at 20℃; for 19h; Further stages.;	98%

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: (S)-N,N-dideutero-2-phenylglycine

Conditions

Conditions	Yield
Stage #1: L-2-phenylglycine methyl ester hydrochloride With ammonia; sodium hydroxide In chloroform; water Stage #2: With deuteromethanol	98%

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: 1037088-68-8
(S)-methyl 2-amino-2-(3-nitrophenyl)acetate

Conditions

Conditions	Yield
Stage #1: L-2-phenylglycine methyl ester hydrochloride With sulfuric acid; nitric acid at -10 - 20℃; Stage #2: With ammonium hydroxide In water pH=9; Cooling with ice;	97%
Stage #1: L-2-phenylglycine methyl ester hydrochloride With sulfuric acid; nitric acid at 0℃; for 4h; Stage #2: With water; sodium hydrogencarbonate In ethyl acetate at 0℃;	2%

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: 14328-63-3, 14328-64-4
methyl (2S)-amino(cyclohexyl)ethanoate hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen In methanol; water at 20℃; under 760.051 Torr; for 24h;	97%

: 590-28-3
potassium cyanate

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: 27534-88-9
(5S)-5-phenyl-2,4-imidazolinedione

Conditions

Conditions	Yield
Stage #1: potassium cyanate; L-2-phenylglycine methyl ester hydrochloride In water Milling; Green chemistry; Stage #2: With caesium carbonate; triethylamine In water Green chemistry;	97%

: 15028-39-4
L-2-phenylglycine methyl ester hydrochloride

: 100-52-7
benzaldehyde

: (benzylidene-amino)-phenyl-acetic acid methyl ester

Conditions

Conditions	Yield
Stage #1: L-2-phenylglycine methyl ester hydrochloride With triethylamine In dichloromethane for 0.5h; Stage #2: benzaldehyde With magnesium sulfate In dichloromethane	96.8%

L-Phenylglycine methyl ester hydrochloride Chemical Properties

Molecular Structure of L-Phenylglycine methyl ester hydrochloride (15028-39-4):

Systematic Name: Methyl (2S)-2-amino-2-phenyl-acetate hydrochloride
Molecular Formula: C₉H₁₂ClNO₂
Molecular Weight: 201.6501
SMILES: Cl.O=C(OC)[C@@H](N)c1ccccc1
InChI: InChI=1/C9H11NO2.ClH/c1-12-9(11)8(10)7-5-3-2-4-6-7;/h2-6,8H,10H2,1H3;1H/t8-;/m0./s1
InChIKey: DTHMTBUWTGVEFG-QRPNPIFTBM
Flash Point: 104.7 °C
Melting Point: 200 °C (dec.)(lit.)
Boiling Point: 238.9 °C at 760 mmHg
Enthalpy of Vaporization: 47.58 kJ/mol
Vapour Pressure: 0.0412 mmHg at 25 °C
Storage Temp.: 2-8 °C

L-Phenylglycine methyl ester hydrochloride Safety Profile

Safety Information of L-Phenylglycine methyl ester hydrochloride (15028-39-4):
Hazard Codes: Xi
Risk Statements: 36
36: Irritating to the eyes
Safety Statements: 26-36/37
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37: Wear suitable protective clothing and gloves
WGK Germany: 3

L-Phenylglycine methyl ester hydrochloride Specification

L-Phenylglycine methyl ester hydrochloride (15028-39-4) is also known as H-PHG-OME HCL ; L-Phenyl glycine methyl ester HCL ; L-Phenylglycine methyl ester hydrochloride salt ; H-(PH)GLY-OME HCL; (S)-(+)-2-Phenylglycine methyl ester hydrochlorid ; Phenylglycine-OME HCL .

Product Name

H-PHG-OME HCL

Synthetic route

L-Phenylglycine methyl ester hydrochloride Chemical Properties

L-Phenylglycine methyl ester hydrochloride Safety Profile

L-Phenylglycine methyl ester hydrochloride Specification

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Hazard Codes	Xi
Risk Statements	36
Safety Statements	26-36/37
WGK Germany	3