CAS No.7101-51-1,(S)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-PROPIONIC ACID METHYL ESTER Suppliers

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Basic Information

Molecular Structure:
CAS No.:	7101-51-1
Name:	(S)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-PROPIONIC ACID METHYL ESTER
Article Data:	34

Formula:	C10H13 N O4
Molecular Weight:	211.218
Synonyms:	Alanine,3-(3,4-dihydroxyphenyl)-, methyl ester (6CI,7CI); Alanine,3-(3,4-dihydroxyphenyl)-, methyl ester, L- (8CI); 3,4-Dihydroxyphenylalaninemethyl ester; CHF 1301; L-Dopa methyl ester; Levodopa methyl ester; Levomet;Melevodopa; Methyl 3-hydroxy-L-tyrosine; NSC 295453
Density:	1.322g/cm³
Boiling Point:	384.4°C at 760 mmHg
Flash Point:	186.3°C
Safety:	Moderately toxic by intraperitoneal route. Human mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.
PSA:	92.78000
LogP:	0.84090

Synthetic route

: 67-56-1
methanol

: 59-92-7
levodopa

: 7101-51-1
L-DOPA methyl ester

Conditions

Conditions	Yield
With thionyl chloride at 0 - 20℃; Inert atmosphere;	100%
With thionyl chloride Reflux;	90%
With hydrogenchloride

: 1080-06-4
L-Tyr-OMe

: 7101-51-1
L-DOPA methyl ester

Conditions

Conditions	Yield
With 1,3,6,8-tetra-n-butylpyrimido<5,4-g>pteridine-2,4,5,7(1H,3H,6H,8H)-tetrone 10-oxide In acetonitrile for 0.666667h; Irradiation;	25%

: 7101-51-1, 41439-83-2, 71855-43-1
(+/-)-3-(3,4-dihydroxyphenyl)-2-methyl-DL-alanine

A: 59-92-7
levodopa

B: 7101-51-1
L-DOPA methyl ester

C: 71855-43-1
(R)-(3,4-dihydroxyphenyl)alanine methyl ester

Conditions

Conditions	Yield
With Alcalase; water In tert-butyl alcohol at 25℃; for 2.5h; pH=8.5; kinetic resolution; Title compound not separated from byproducts;

...Expand

: 105229-41-2
N-[(phenylmethoxy)carbonyl]-3-hydroxy-O-(phenylmethyl)-L-tyrosine methyl ester

: 7101-51-1
L-DOPA methyl ester

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In dichloromethane

: (S)-3-(3-Acetoxy-4-benzyloxy-phenyl)-2-benzyloxycarbonylamino-propionic acid methyl ester

: 7101-51-1
L-DOPA methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 453 mg / NH3 / CH2Cl2; methanol / 1 h 2: H2 / Pd/C / CH2Cl2 View Scheme

: 60-18-4
L-tyrosine

: 7101-51-1
L-DOPA methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 67 percent / AlCl3 / nitrobenzene / 6 h / 100 °C 2: 74 percent / SOCl2 / Heating 3: 93 percent / aq. Na2CO3 / diethyl ether / 3 h / 25 °C 4: 60 percent / K2CO3; (n-Bu)4NI / dimethylformamide / 6 h / 20 °C 5: mCPBA / CH2Cl2 / 40 °C 6: 453 mg / NH3 / CH2Cl2; methanol / 1 h 7: H2 / Pd/C / CH2Cl2 View Scheme

: 110774-03-3
L-3-(3-acetyl-4-hydroxyphenyl)-N-(benzyloxycarbonyl)alanine methyl ester

: 7101-51-1
L-DOPA methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 60 percent / K2CO3; (n-Bu)4NI / dimethylformamide / 6 h / 20 °C 2: mCPBA / CH2Cl2 / 40 °C 3: 453 mg / NH3 / CH2Cl2; methanol / 1 h 4: H2 / Pd/C / CH2Cl2 View Scheme

: 32404-28-7
(S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride

: 7101-51-1
L-DOPA methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 74 percent / SOCl2 / Heating 2: 93 percent / aq. Na2CO3 / diethyl ether / 3 h / 25 °C 3: 60 percent / K2CO3; (n-Bu)4NI / dimethylformamide / 6 h / 20 °C 4: mCPBA / CH2Cl2 / 40 °C 5: 453 mg / NH3 / CH2Cl2; methanol / 1 h 6: H2 / Pd/C / CH2Cl2 View Scheme

: 57085-32-2
methyl (S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoate monohydrochloride

: 7101-51-1
L-DOPA methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 93 percent / aq. Na2CO3 / diethyl ether / 3 h / 25 °C 2: 60 percent / K2CO3; (n-Bu)4NI / dimethylformamide / 6 h / 20 °C 3: mCPBA / CH2Cl2 / 40 °C 4: 453 mg / NH3 / CH2Cl2; methanol / 1 h 5: H2 / Pd/C / CH2Cl2 View Scheme

: 105205-69-4
L-3-(3-acetyl-4-(benzyloxy)phenyl)-N-(benzyloxycarbonyl)alanine methyl ester

: 7101-51-1
L-DOPA methyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: mCPBA / CH2Cl2 / 40 °C 2: 453 mg / NH3 / CH2Cl2; methanol / 1 h 3: H2 / Pd/C / CH2Cl2 View Scheme

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Chemistry

IUPAC Name: Methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate
Synonyms of L-Dopa methyl ester (CAS NO.7101-51-1): (-)-3,4-Dihydroxy-L-phenylalanine, methyl ester ; 3-Hydroxy-L-tyrosine methyl ester ; L-3-(3,4-Dihydroxyphenyl)alanine methyl ester ; Levodopa methyl ester ; Melevodopa ; Alanine, 3-(3,4-dihydroxyphenyl)-, methyl ester, L- ; L-Tyrosine, 3-hydroxy-, methyl ester (9CI)
InChI: InChI=1/C10H13NO4/c1-15-10(14)7(11)4-6-2-3-8(12)9(13)5-6/h2-3,5,7,12-13H,4,11H2,1H3
CAS NO: 7101-51-1
Molecular Formula: C₁₀H₁₃NO₄
Molecular Weight : 211.2145
Molecular Structure:
H bond acceptors: 5
H bond donors: 4
Freely Rotating Bonds: 7
Polar Surface Area: 48 Å²
Index of Refraction: 1.592
Molar Refractivity: 54.09 cm³
Molar Volume: 159.6 cm³
Surface Tension: 60.1 dyne/cm
Density: 1.322 g/cm³
Flash Point: 186.3 °C
Enthalpy of Vaporization: 65.78 kJ/mol
Boiling Point: 384.4 °C at 760 mmHg
Vapour Pressure: 1.86E-06 mmHg at 25°C

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	1gm/kg (1000mg/kg)		Cancer Treatment Reports. Vol. 63, Pg. 991, 1979.

Safety Profile

Moderately toxic by intraperitoneal route. Human mutation data reported. When L-Dopa methyl ester (CAS NO.7101-51-1) is heated to decomposition ,it emits toxic fumes of NO_x.