Conditions | Yield |
---|---|
In ethanol at 0 - 20℃; for 48h; | 90% |
With water |
(rac)-N-benzyl-N-methylalanine
N-methylalanine
Conditions | Yield |
---|---|
With 10% Pd/C; hydrogen In acetic acid | 70% |
With hydrogen; palladium on activated charcoal |
Conditions | Yield |
---|---|
With hydrogenchloride; tin(ll) chloride |
1,4-dimethyl-5-nitro-1H-imidazole
A
1,5-dimethyl-1H-imidazol-4-ylamine
B
N-methylalanine
Conditions | Yield |
---|---|
With hydrogenchloride; tin(ll) chloride at 10℃; |
methylaminopropionitrile
N-methylalanine
Conditions | Yield |
---|---|
With hydrogenchloride | |
With potassium hydroxide |
Conditions | Yield |
---|---|
With water at 120 - 130℃; Destillieren des Produkts und Kochen den Rueckstand mit Baryt; |
Conditions | Yield |
---|---|
With water at 140℃; Kochen des das erhaltene Gemisch der α-Methyl-amino-propionsaeure und ihres Methylamids mit Barytwasser; |
2-(1-Methyl-hydrazino)-propionsaeure
N-methylalanine
Conditions | Yield |
---|---|
With acetic acid; sodium nitrite |
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol |
Conditions | Yield |
---|---|
In water |
α-N-methylaminopropionamide
N-methylalanine
Conditions | Yield |
---|---|
With potassium hydroxide; ammonia pH: 13.6; |
hydrogenchloride
1,2-dimethyl-4-nitro-1H-imidazole
A
1,5-dimethyl-1H-imidazol-4-ylamine
B
N-methylalanine
N-methylalanine
Conditions | Yield |
---|---|
With sulfuric acid |
Conditions | Yield |
---|---|
at 40℃; |
N-methylalanine
Conditions | Yield |
---|---|
With ethanol; sodium in der Siedehitze; |
Conditions | Yield |
---|---|
With ammonia Yield given. Further byproducts given. Yields of byproduct given; |
Conditions | Yield |
---|---|
in der Siedehitze; |
N-methylalanine
N-methyl-N-nitrosoalanine
Conditions | Yield |
---|---|
With 3,3-dimethyl-2-nitroso-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide In 1,2-dichloro-ethane at 80℃; Sealed tube; | 97% |
With hydrogenchloride; sodium nitrite |
Conditions | Yield |
---|---|
In isopropyl alcohol at 55 - 60℃; for 5h; | 95% |
N-methylalanine
1,2-dicyanocyclobutene
1,2,7-trimethylazepine-3,6-dicarbonitrile
Conditions | Yield |
---|---|
With acetic anhydride at 95℃; for 6h; | 93% |
Conditions | Yield |
---|---|
In isopropyl alcohol at 55 - 60℃; for 5h; | 93% |
Conditions | Yield |
---|---|
In isopropyl alcohol at 55 - 60℃; for 5h; | 91% |
Conditions | Yield |
---|---|
at 180 - 195℃; for 1.25h; | 90% |
3-nitro-2-(trifluoromethyl)-2H-chromene
N-methylalanine
indole-2,3-dione
Conditions | Yield |
---|---|
In isopropyl alcohol at 55 - 60℃; for 5h; | 89% |
N-methylalanine
di-tert-butyl dicarbonate
(S)-N-tert-butoxycarbonyl-N-methyl-2-amino-propionic acid
Conditions | Yield |
---|---|
Stage #1: N-methylalanine; di-tert-butyl dicarbonate In methanol; water at 20℃; for 23.0833h; Stage #2: With citric acid In methanol; water pH=3; | 88% |
6-methoxy-3-nitro-2-trifluoromethyl-2H-chromene
N-methylalanine
indole-2,3-dione
Conditions | Yield |
---|---|
In isopropyl alcohol at 55 - 60℃; for 5h; | 88% |
3-nitro-2-(trifluoromethyl)-2H-chromene
1-methyl-1H-indole-2,3-dione
N-methylalanine
Conditions | Yield |
---|---|
In isopropyl alcohol at 55 - 60℃; for 5h; | 87% |
Conditions | Yield |
---|---|
In isopropyl alcohol at 55 - 60℃; for 5h; | 85% |
N-methylalanine
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In tetrahydrofuran for 24h; | 85% |
Conditions | Yield |
---|---|
With acetic anhydride for 12h; Ambient temperature; | 84% |
N-methylalanine
1-benzylisatin
(2-oxo-1,2-dihydro-indol-3-ylidene)-acetic acid ethyl ester
Conditions | Yield |
---|---|
In methanol at 30℃; for 28h; diastereoselective reaction; | 84% |
Conditions | Yield |
---|---|
With N,N,N',N'-tetramethylguanidine In methanol at 20℃; for 14h; | 80.4% |
Conditions | Yield |
---|---|
In methanol at 90℃; for 18h; | 79% |
Conditions | Yield |
---|---|
In isopropyl alcohol at 55 - 60℃; for 5h; | 79% |
Conditions | Yield |
---|---|
With hydroxide | 73% |
With sodium hydroxide |
Conditions | Yield |
---|---|
Stage #1: ethanol; N-methylalanine With thionyl chloride Cooling with ice; Stage #2: With potassium carbonate In water at 20℃; for 1h; Stage #3: acryloyl chloride In water at 20℃; for 2h; Cooling with ice; | 71% |
3-nitro-2-(trifluoromethyl)-2H-chromene
5-methyl-indole-2,3-dione
N-methylalanine
Conditions | Yield |
---|---|
In isopropyl alcohol at 55 - 60℃; for 5h; | 70% |
Conditions | Yield |
---|---|
With sodium hydroxide at 50℃; for 1.5h; | 66% |
N-methylalanine
5-chloro-2-methylphenylisothiocyanate
Conditions | Yield |
---|---|
With triethylamine In chloroform for 18h; Heating; | 64% |
N-methylalanine
p-toluenesulfonyl chloride
N-methyl-N-[(4-methylphenyl)sulfonyl]alanine
Conditions | Yield |
---|---|
With sodium carbonate In water | 63.6% |
N-methylalanine
2-(methylamino)propan-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 70℃; for 16h; | 61% |
With lithium aluminium tetrahydride; diethyl ether |
Conditions | Yield |
---|---|
With acetic acid at 110℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry; | 60% |
N-methylalanine
2-Prop-2-ynyloxybenzoic acid chloride
N-methyl-N-<2-(prop-2-ynyloxy)benzoyl>alanine
Conditions | Yield |
---|---|
With sodium hydroxide In benzene for 0.5h; | 58% |
Conditions | Yield |
---|---|
With hydrogenchloride; thionyl chloride at 95 - 100℃; for 7h; | 56% |
Conditions | Yield |
---|---|
With sodium carbonate In water | 51.7% |
The CAS registry number of N-Methyl-DL-alanine is 600-21-5. In addition, the molecular formula is C4H9NO2 and the molecular weight is 103.12. The IUPAC name is 2-(methylamino)propanoic acid and it is also called N-Methyl-L-alanine, (2S)-2-(methylamino)propanoic acid, CHEMBL1234201, CHEBI:17519, 3913-67-5, N-Methyl alanine, Methylalanine. What's more, it should be stored in sealed container, and put in a cool and dry place.
Physical properties about N-Methyl-DL-alanine are: (1)ACD/LogP: -0.45; (2)ACD/LogD (pH 5.5): -2.94; (3)ACD/LogD (pH 7.4): -2.95; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 29.54 Å2; (12)Index of Refraction: 1.435; (13)Molar Refractivity: 25.69 cm3; (14)Molar Volume: 98.3 cm3; (15)Polarizability: 10.18 ×10-24cm3; (16)Surface Tension: 34.4 dyne/cm; (17)Density: 1.048 g/cm3; (18)Flash Point: 68.8 °C; (19)Enthalpy of Vaporization: 46.99 kJ/mol; (20)Boiling Point: 190.1 °C at 760 mmHg; (21)Vapour Pressure: 0.244 mmHg at 25°C.
Uses of N-Methyl-DL-alanine: it can react with 2-prop-2-ynyloxy-benzoyl chloride to get N-methyl-N-[2-(prop-2-ynyloxy)benzoyl]alanine. This reaction will need reagent aq. NaOH and solvent benzene. The reaction time is 0.5 hour. And the yield is about 80%.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)C(NC)C
(2)Std.InChI: InChI=1S/C4H9NO2/c1-3(5-2)4(6)7/h3,5H,1-2H3,(H,6,7)
(3)Std.InChIKey: GDFAOVXKHJXLEI-UHFFFAOYSA-N
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