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inquiryProduct Name: N-Methyl-L-alanine Synonyms: N-METHYL-L-ISOLEUCINE HYDROCHLORIDE;N-ME-ILE-OH HCL;N-ALPHA-METHYL-L-ISOLEUCINE HYDROCHLORIDE;H-L-MELLE-OH HCL;H-MEILE-OH H
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N-Methyl-L-alanine Basic information Product Name: N-Methyl-L-alanine Synonyms: N-METHYL-L-ISOLEUCINE HYDROCHLORIDE;N-ME-ILE-OH HCL;N-ALPHA-METHYL-L-ISOLEUCINE HYDROCHLORIDE;H-L-MELLE-OH HCL;H-MEILE-OH HCL;H-MEILE-OH+ HCL;Alanine, N-methyl-, L
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inquiryShandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W
A
N-methylalanine
B
N-methyl-D-alanine
Conditions | Yield |
---|---|
With lithium hydroxide In tetrahydrofuran at 0℃; Title compound not separated from byproducts; | A n/a B 94% |
N-methylalanine
Conditions | Yield |
---|---|
With lithium hydroxide In tetrahydrofuran at 0℃; | 91% |
N-methylalanine
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol | 91% |
Conditions | Yield |
---|---|
With sodium dihydrogenphosphate; zinc at 30℃; for 0.25h; | 85% |
(2R)-2-(4-Toluenesulfonyloxy)propionic Acid
methylamine
N-methylalanine
Conditions | Yield |
---|---|
In water at 15 - 30℃; Autoclave; Sealed tube; | 81.4% |
Conditions | Yield |
---|---|
In water | |
With lead(II) hydroxide on calcium carbonate; water |
N-(tert-butoxycarbonyl)-N-methyl-L-alanine
N-methylalanine
Conditions | Yield |
---|---|
With trifluoroacetic acid |
Nα-4-toluenesulfonyl-Nα-methylalanine
N-methylalanine
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid |
(S)-2-[Methyl-(toluene-4-sulfonyl)-amino]-propionic acid isopropyl ester
N-methylalanine
Conditions | Yield |
---|---|
With hydrogen bromide; phenol | |
With hydrogen bromide; phenol In water for 0.5h; Heating; |
(-)-N-methyl-N-benzyl-(S)-Ala
N-methylalanine
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In acetic acid |
N-Chloracetyl-N-methyl-DL-alanin
N-methylalanine
Conditions | Yield |
---|---|
In water at 30℃; N-Acyl-L-prolin-Acylase; other substrates, enantioselectivity; | |
With hydrogenchloride In water at 30℃; N-Acyl-L-prolin-Acylase, pH 7.0; |
theonellamine B
A
N-methylalanine
B
L-valine
C
L-threonine
D
N-methyl-L-valine
Conditions | Yield |
---|---|
With hydrogenchloride at 110℃; for 40h; Further byproducts given; |
theonellamine B
A
N-methylalanine
B
L-valine
C
L-threonine
D
N-methyl-L-valine
E
(R)-leucine
F
3-amino propanoic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 110℃; for 4h; |
theonellamine B
A
N-methylalanine
B
L-valine
C
N-methyl-L-valine
D
3-amino propanoic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 110℃; for 40h; Further byproducts given; |
(S)-2-[(2-Chloro-acetyl)-methyl-amino]-propionic acid
N-methylalanine
Conditions | Yield |
---|---|
With hydrogenchloride In water at 30℃; N-Acyl-L-prolin-Acylase, pH 7.0; |
N-methylalanine
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid |
phenylmethyl (4S)-5-oxo-4-methyl-1,3-oxazolidine-3-carboxylate
N-methylalanine
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol Yield given; |
N-methylalanine
Conditions | Yield |
---|---|
With hydrogenchloride at 100℃; |
hydrogenchloride
Nα-4-toluenesulfonyl-Nα-methylalanine
A
N-methylalanine
B
toluene-4-sulfonic acid
Conditions | Yield |
---|---|
at 100℃; |
N-benzyloxycarbonyl-L-phenylalanyl-N-methyl-L-alanine
A
N-methylalanine
B
N-Cbz-L-Phe
Conditions | Yield |
---|---|
With carboxypeptidase-Y In water at 37℃; pH=6.5; Kinetics; | |
With hydrogenchloride; carboxypeptisae-A In water at 37℃; pH=6.5; Enzyme kinetics; Kinetics; Further Variations:; Reagents; |
(2S)-2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)propanoic acid
N-methylalanine
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol; water at 20℃; for 20h; | |
With ethylenediaminetetraacetic acid; phenylmethylsulphonyl fluoride; water In aq. phosphate buffer at 30℃; Kinetics; Reagent/catalyst; Microbiological reaction; Enzymatic reaction; |
A
N-methylalanine
B
N-methyl-L-isoleucine
C
O-Methyltyrosine
D
L-tyrosine
E
L-proline
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 18h; |
itralamide A
A
L-alanin
B
N-methylalanine
C
N-methyl-L-valine
D
(2S,3R)-3-hydroxy-2-(methylamino)butanoic acid
G
N-methyl-D-phenylalanine
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 18.5h; |
itralamide B
A
N-methylalanine
B
D-Val-OH
C
(2S,3R)-3-hydroxy-2-(methylamino)butanoic acid
F
N-methyl-D-phenylalanine
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 18.5h; |
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 20h; |
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 20h; |
sclerotiotide B
A
N-methylalanine
B
N-methyl-L-valine
C
L-ornithine
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 20h; |
sclerotiotide C
A
N-methylalanine
B
N-methyl-L-valine
C
L-lysine
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 20h; |
7,39-epi-Lagunamide A
A
L-alanin
B
N-methylalanine
C
D-allo-isoleucine
D
L-isoleucine
E
(2R,3S)-2-hydroxy-3-methylpentanoic acid
F
N-methyl-D-phenylalanine
Conditions | Yield |
---|---|
With hydrogenchloride; water at 110℃; for 18h; sealed vial; |
ethanol
N-methylalanine
(S)-2-methylaminopropionic acid ethyl ester hydrochloride
Conditions | Yield |
---|---|
With thionyl chloride for 22h; Ambient temperature; | 100% |
With hydrogenchloride In 1,4-dioxane for 18h; | |
With thionyl chloride In neat (no solvent) at 0 - 25℃; for 16h; | |
With thionyl chloride at 0 - 25℃; for 16h; | 1.8 g |
With thionyl chloride at 0 - 25℃; for 16h; |
methanol
N-methylalanine
N-methyl-L-alanine methyl ester hydrochloride
Conditions | Yield |
---|---|
With thionyl chloride at 20℃; for 96h; | 100% |
With thionyl chloride |
N-methylalanine
N-methyl-L-alanine methyl ester hydrochloride
Conditions | Yield |
---|---|
In methanol | 100% |
Conditions | Yield |
---|---|
In dichloromethane at 0 - 20℃; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
Stage #1: C45H62N4O13 With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide for 0.166667h; Stage #2: N-methylalanine In N,N-dimethyl-formamide for 1h; | 91% |
Conditions | Yield |
---|---|
With hydrogen; palladium 10% on activated carbon In methanol under 775.743 Torr; for 18h; | 88% |
With hydrogen; palladium 10% on activated carbon In methanol under 775.743 Torr; for 18h; | 88% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide; sodium perchlorate; chlorine at 24.9℃; Mechanism; Rate constant; Equilibrium constant; multistep reaction: 1.) water, 298 deg K, 2.) water, 298 deg K; reactions under var. conditions; | A n/a B 87% C n/a |
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 3h; | 87% |
N-methylalanine
di-tert-butyl dicarbonate
N-(tert-butoxycarbonyl)-N-methyl-L-alanine
Conditions | Yield |
---|---|
With sodium hydroxide In diethyl ether; water at 0 - 20℃; for 16h; | 86% |
With sodium hydroxide In 1,4-dioxane; water for 5h; Ambient temperature; | 42.3% |
N-methylalanine
methyl chloroformate
2-(methoxycarbonylmethylamino)propionic acid
Conditions | Yield |
---|---|
Stage #1: N-methylalanine With sodium hydroxide In water at 3℃; for 0.5h; Inert atmosphere; Stage #2: methyl chloroformate In water at 3℃; for 6.5h; Stage #3: With hydrogenchloride In water at 20℃; pH=1; | 86% |
With sodium carbonate; sodium hydroxide In water at 0 - 20℃; for 7.25h; | 77% |
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
N-methylalanine
[(p-cymene)RuCl(η(2)-N,O-NH(CH3)CH(CH3)COO]
Conditions | Yield |
---|---|
With sodium methylate In methanol; dichloromethane byproducts: NaCl; soln. of 2 equiv. of N-Me-alanine and 1 equiv. of NaOMe in MeOH added dropwise to soln. 1 equiv. of complex in CH2Cl2, mixt. stirred for 3 h at room temp.; solvent distd. in vac., residue dissolved in CH2Cl2, NaCl centrifuged, soln. added dropwise to pentane, ppt. washed twice with Et2O then pentane, elem. anal.; | 81% |
N-methylalanine
3-iodobenzonitrile
N-(3-cyanophenyl)-methyl-L-alanine
Conditions | Yield |
---|---|
With copper(l) iodide; caesium carbonate In dimethyl sulfoxide; N,N-dimethyl-formamide at 160℃; for 0.75h; Microwave irradiation; | 81% |
N-methylalanine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol at 90℃; for 16h; | 81% |
N-methylalanine
1H,2H,4H-thieno[2,3-d][1,3]oxazine-2,4-dione
(S)-3,4-dihydro-3,4-dimethyl-1H-thieno[2,3-e][1,4]diazepine-2,5-dione
Conditions | Yield |
---|---|
In water Reflux; regioselective reaction; | 80% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 50℃; for 4h; Inert atmosphere; | 77.6% |
Product distribution / selectivity; |
5-amino-2,4-dichloro-6-methylpyrimidine
N-methylalanine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol; water Reflux; | 77% |
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
N-methylalanine
[Cp(*)IrCl(η(2)-N,O-NH(CH3)CH(CH3)COO]
Conditions | Yield |
---|---|
With sodium methylate In methanol; dichloromethane byproducts: NaCl; soln. of 2 equiv. of N-Me-alanine and 1 equiv. of NaOMe in MeOH added dropwise to soln. 1 equiv. of complex in CH2Cl2, mixt. stirred for 3 h at room temp.; solvent distd. in vac., residue dissolved in CH2Cl2, NaCl centrifuged, soln. added dropwise to pentane, ppt. washed twice with Et2O then pentane, elem. anal.; isomers detected by (1)H and (13)C NMR; | 76% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol; water at 80℃; for 3h; | 75% |
N-methylalanine
(fluorenylmethoxy)carbonyl chloride
N-(9-fluorenylmethoxycarbonyl)-N-methyl-L-alanine
Conditions | Yield |
---|---|
With sodium carbonate In tetrahydrofuran at 20℃; for 6h; | 74.9% |
N-methylalanine
[(nBu3P)PdCl(η(2)-N,O-NH(CH3)CH(CH3)COO]
Conditions | Yield |
---|---|
With sodium methylate In methanol; dichloromethane byproducts: NaCl; soln. of 2 equiv. of N-Me-alanine and 1 equiv. of NaOMe in MeOH added dropwise to soln. 1 equiv. of complex in CH2Cl2, mixt. stirred for 3 h at room temp.; solvent distd. in vac., residue dissolved in CH2Cl2, NaCl centrifuged, soln. added dropwise to pentane, ppt. washed twice with Et2O then pentane, elem. anal.; | 71% |
N-methylalanine
2-<(3-phenyl-2-propynyl)oxy>benzaldehyde
1,2-dimethyl-3-phenyl-1,2,4,9b-tetrahydro-5-oxa-1-aza-cyclopenta[a]naphthalene
Conditions | Yield |
---|---|
lk In toluene for 4h; Heating; | 68% |
N-methylalanine
[(Et3P)PdCl(η(2)-N,O-NH(CH3)CH(CH3)COO]
Conditions | Yield |
---|---|
With sodium methylate In methanol; dichloromethane byproducts: NaCl; soln. of 2 equiv. of N-Me-alanine and 1 equiv. of NaOMe in MeOH added dropwise to soln. 1 equiv. of complex in CH2Cl2, mixt. stirred for 3 h at room temp.; solvent distd. in vac., residue dissolved in CH2Cl2, NaCl centrifuged, soln. added dropwise to pentane, ppt. washed twice with Et2O then pentane, elem. anal.; isomers detected by (1)H and (13)C NMR; | 68% |
N-methylalanine
Conditions | Yield |
---|---|
In 1,4-dioxane at 80℃; Inert atmosphere; | 67% |
N-methyl-N-[(3-methyldithio)-1-oxopropyl]-L-alanine
5-methyldithio-pentanoic acid
N-methylalanine
isobutyl chloroformate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; water | 66% |
With triethylamine In tetrahydrofuran; water | 66% |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide | 64% |
With triethylamine In N,N-dimethyl-formamide at 0℃; for 6h; | 64% |
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