N-carbamoyl-DL-alanine
L-alanin
Conditions | Yield |
---|---|
With NH4Cl-NH4OH buffer pH 8.5; nickel dichloride at 60℃; for 24h; N-carbamyl-L-amino acid aminohydrolase; | 100% |
With sodium phosphate buffer; N-carmamyl-L-amino acid aminohydrolase of Pseudomonas sp. strain NS671; water; manganese(II) at 30℃; for 0.5h; Product distribution; | 18.1 mmol |
L-N-Boc-Ala
L-alanin
Conditions | Yield |
---|---|
With water at 170℃; for 0.05h; Microwave irradiation; | 100% |
With water at 150℃; for 2h; Subcritical conditions; | 100% |
With tetradecyl(trihexyl)phosphonium bistriflamide; trifluoroacetic acid at 130℃; for 0.116667h; Ionic liquid; | 98% |
Conditions | Yield |
---|---|
With sodium formate; ammonium chloride; NADH In aq. phosphate buffer at 25℃; for 6h; pH=8.0; Kinetics; Reagent/catalyst; Green chemistry; Enzymatic reaction; | 100% |
With zinc(II) perchlorate; (R)-15-amino-methyl-14-hydroxy-5,5-dimethyl-2,8-dithia<9>(2,5)pyridinophane In methanol for 24h; Ambient temperature; | 72% |
Proc-Ala-OH
L-alanin
Conditions | Yield |
---|---|
With resin bound tetrathiomolybdate In methanol at 28℃; for 1.5h; ultrasonic bath; | 100% |
sodium L-alaninate
L-alanin
Conditions | Yield |
---|---|
With hydrogenchloride pH=6.5; pH-value; | 100% |
(S)-N-(tert-butoxycarbonyl)alanine methyl ester
L-alanin
Conditions | Yield |
---|---|
With water at 100℃; for 4h; | 99% |
(S)-2-[(2,3,4,5,6-pentafluorophenoxy)phenoxyphosphorylamino]propionic acid isopropyl ester
A
L-alanin
B
2,3,4,5,6-pentafluorophenol
C
phenol
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water at 25 - 60℃; for 4h; Reagent/catalyst; Temperature; Solvent; | A 94.2% B 95.7% C 98.2% |
(2S,5S)-N-<(S)-N-bis(methylthio)methylenealanyl>-2,5-bis(methoxymethoxymethyl)pyrrolidine
L-alanin
Conditions | Yield |
---|---|
With hydrogenchloride for 4h; Heating; | 97% |
Conditions | Yield |
---|---|
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; triethyl phosphite In aq. phosphate buffer; acetonitrile at 20℃; for 0.5h; pH=6.5; Catalytic behavior; Solvent; Reagent/catalyst; Irradiation; | 96% |
With tris(2,2'-bipyridyl)ruthenium dichloride; trisodium tris(3-sulfophenyl)phosphine In water at 20℃; for 16h; Inert atmosphere; Irradiation; | 84% |
With triethyl borane; triethyl phosphite 1.) THF, CH3CN, RT, 90 min, 2.) THF, CH3CN, RT, irradiation, 6.5 h; Multistep reaction; | |
With nickel In water at 60℃; for 0.5h; Product distribution; desulfurization; |
Conditions | Yield |
---|---|
In water at 37℃; for 10h; NADH, ammonium chloride, sodium formate, D-amino acid oxidase, catalase, leucine dehydrogenase, formate dehydrogenase, Tris-HCl buffer, pH 8.5; | 95% |
optische Spaltung; | |
With D-amino acid oxide ase-substance |
Conditions | Yield |
---|---|
With hydrogen; K3[Co(CN)5] In methanol at 20℃; for 3h; | 94% |
With hydrogen; hydroxyapatite-bound Pd In methanol at 40℃; under 760 Torr; for 1.5h; Product distribution; Further Variations:; Catalysts; | 92% |
at 35℃; for 0.0833333h; Rate constant; pH 6.0; amino acid urethane hydrolase from Streptococcus faecalis; |
L-alanin
Conditions | Yield |
---|---|
With dimethyl ether-poly(hydrogen fluoride) at 0℃; for 1h; | 94% |
H-Ala-OBzl
L-alanin
Conditions | Yield |
---|---|
With hydrogen; K3[Co(CN)5] In methanol at 20℃; for 3h; | 92% |
at 25℃; for 0.833333h; enzyme alcalase from Bacillus licheniforms; pH 8.2; | |
With E. coli BL21 Star (DE3) S30 extract In aq. buffer at 37℃; for 6h; pH=7.5; |
L-alanin
Conditions | Yield |
---|---|
With ruthenium nanoparticles dispersed in a polyvinylpyrrolidone matrix; amberlyst A-21 In methanol; dichloromethane | 92% |
hexan-1-amine
(S)-2-(3,5-Dinitro-4-oxo-4H-pyridin-1-yl)-propionic acid
A
L-alanin
B
1-hexyl-3,5-dinitro-4-pyridone
Conditions | Yield |
---|---|
In pyridine for 1.5h; Product distribution; | A 91.7% B n/a |
Conditions | Yield |
---|---|
With CC10H14NOSCH2CH2CH3N(CH3)2 (5); zinc diacetate In methanol at 30℃; Product distribution; pH 4.00; other reagents; | A 9% B 91% |
With 5-((3-(dimethylamino)propyl)thio)-4-(aminomethyl)-3-hydroxyl-5,6,7,8-tetraquinoline In methanol at 30℃; Product distribution; stereoselective transamination at pH=4.00, various reagents and pH; | A 7 % Chromat. B 93 % Chromat. |
With ethylenediaminetetraacetic acid; D-(R)-phenylalanine at 20℃; for 24h; pH=8; Product distribution; Further Variations:; Reagents; transamination; |
L-alanin
Conditions | Yield |
---|---|
With hydrogen; trifluoroacetic acid; palladium dihydroxide In methanol; water under 3750.3 Torr; for 24h; | 91% |
Conditions | Yield |
---|---|
With triethyl borane; tributylphosphine; sodium hydrogencarbonate; triethyl phosphite In propan-1-ol for 36h; Ambient temperature; Irradiation; | 90% |
With tris(2-carboxyethyl)phosphine; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate In aq. phosphate buffer; acetonitrile at 37℃; for 1h; pH=6.5; Temperature; Inert atmosphere; Schlenk technique; Sealed tube; | 85% |
With water; nickel at 45℃; | |
With nickel In water at 60℃; for 0.5h; Product distribution; desulfurization; |
(3S,6S)-1,4-N,N-((S)-1-phenyleth-1-yl)-3,6-dimethylpiperazine-2,5-dione
L-alanin
Conditions | Yield |
---|---|
With hydrogen iodide for 1h; Heating; | 90% |
L-alanin
Conditions | Yield |
---|---|
With acetic acid Hydrolysis; | 90% |
Conditions | Yield |
---|---|
With triethyl borane; tributylphosphine; sodium hydrogencarbonate; triethyl phosphite In propan-1-ol for 36h; Ambient temperature; Irradiation; | 88% |
(S)-2-<(R)-2-hydroxy-1-phenylethylamino>propanoic acid
L-alanin
Conditions | Yield |
---|---|
With formic acid; palladium In methanol; water for 168h; Ambient temperature; | 86% |
L-alanin
Conditions | Yield |
---|---|
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -70℃; for 0.0833333h; Elimination; Birch-Evans method; | 84% |
(1S)-1-(furan-2-yl)ethanamine
L-alanin
Conditions | Yield |
---|---|
With ozone In methanol at -78℃; for 0.25h; | 82% |
p-methoxybenzyloxycarbonyl-Phe-OMe
A
L-alanin
Conditions | Yield |
---|---|
Stage #1: α-alanine propyl ester With Alcalase; water In tert-butyl alcohol at 25℃; pH=8.5; kinetic resolution; Stage #2: p-methoxybenzyloxycarbonyl-Phe-OMe With Alcalase In tert-butyl alcohol Condensation; | A n/a B 81% |
DL-α-alanyl-DL-norvaline
A
L-alanin
B
D-Alanine
C
D-norvaline
D
L-Norvaline
Conditions | Yield |
---|---|
With (S)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature; | A 78.31% B 21.69% C 60.57% D 39.43% |
With (S)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 3h; Ambient temperature; | A 76.83% B 23.15% C 73.8% D 26.2% |
With (R)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature; | A 26.8% B 73.2% C 42.16% D 57.84% |
With (R)-1-(N,N-dimethylaminomethyl)-2-formylcymantrene; sodium methylate; copper (I) acetate for 1h; Ambient temperature; | A 26.8% B 73.2% C 42.16% D 57.84% |
(2R,5R)-2,5-Bis-methoxymethyl-pyrrolidine-1-carboxylic acid ((S)-1-carbamoyl-ethyl)-amide
L-alanin
Conditions | Yield |
---|---|
With hydrogenchloride Heating; | 78% |
Conditions | Yield |
---|---|
With potassium hydroxide; [bis(acetoxy)iodo]benzene at 0 - 5℃; for 1.5h; | A 71% B n/a |
Conditions | Yield |
---|---|
With (6-di-tert-butylphosphinomethyl-2,2’-bipyridyl)Ru(CO)HCl; sodium hydroxide In 1,4-dioxane; water at 20℃; | 71% |
Conditions | Yield |
---|---|
With thionyl chloride at 20℃; for 48h; Reflux; | 100% |
Stage #1: methanol With thionyl chloride at 0℃; for 0.166667h; Stage #2: L-alanin at 20℃; for 12h; | 97% |
With thionyl chloride at 8 - 10℃; Reflux; | 96.68% |
Conditions | Yield |
---|---|
With sodium hydroxide at 15℃; for 1h; pH=9; | 100% |
With sodium hydrogencarbonate In water at 20℃; for 24h; | 94% |
With sodium hydroxide for 2h; Ambient temperature; pH=9-10; | 91% |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 0 - 20℃; | 100% |
With sodium hydroxide In water at 0 - 20℃; for 5h; | 99% |
With sodium carbonate In water at 0 - 20℃; for 24h; | 98% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 20h; | 100% |
With 10 mol% palladium on carbon; hydrogen In water at 20℃; under 760.051 Torr; for 36.5h; Reflux; | 99% |
With sodium dihydrogenphosphate; zinc at 30℃; for 20h; | 92% |
Conditions | Yield |
---|---|
With thionyl chloride | 100% |
With thionyl chloride | |
With hydrogenchloride |
Conditions | Yield |
---|---|
Stage #1: methanol With thionyl chloride at -15 - 0℃; Stage #2: L-alanin for 3h; Reflux; | 100% |
With thionyl chloride at -20 - 22℃; for 49h; | 100% |
With thionyl chloride at 40℃; for 3.5h; | 99% |
Conditions | Yield |
---|---|
With thionyl chloride for 4h; Reflux; | 100% |
With hydrogenchloride for 12h; Reflux; | 99% |
With thionyl chloride | 99% |
Conditions | Yield |
---|---|
In 1,4-dioxane; water at 0 - 20℃; for 1h; | 100% |
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 17h; | 100% |
With sodium hydroxide In tetrahydrofuran; water at 0 - 30℃; for 4.5h; | 98% |
L-alanin
L-alanine hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In water for 0.5h; | 100% |
With hydrogenchloride In water | |
With hydrogenchloride In water at 20℃; |
Conditions | Yield |
---|---|
With sodium hydroxide In water for 3h; Condensation; | 100% |
With sodium hydroxide at 20℃; for 2h; | 99% |
With sodium hydroxide at 0℃; for 1h; | 30% |
L-alanin
toluene-4-sulfonic acid
benzyl alcohol
L-alanine benzyl ester p-toluenesulfonate
Conditions | Yield |
---|---|
In benzene for 10h; Reflux; Inert atmosphere; | 100% |
at 50 - 62℃; under 15.0015 Torr; for 5.5h; | 98.6% |
In cyclohexane; water for 4h; Dean-Stark; Reflux; | 92% |
L-alanin
isopropyl alcohol
alanine isopropyl ester hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride at 80 - 85℃; for 4h; Inert atmosphere; | 100% |
With hydrogenchloride at 80 - 85℃; for 4h; | 100% |
With thionyl chloride at 0℃; Reflux; | 95% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 110℃; for 13h; | 100% |
With pyridine for 12h; Heating; | 91% |
With acetic acid for 36h; Reflux; | 90% |
1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethyl-piperidin-4-one
L-alanin
Conditions | Yield |
---|---|
With potassium hydroxide; hydrogen; platinum(IV) oxide In methanol at 60℃; under 2327.23 Torr; for 4h; | 100% |
L-alanin
4-bromo-2-fluoronitrobenzene
2-(5-bromo-2-nitrophenylamino)propionic acid
Conditions | Yield |
---|---|
With potassium carbonate In ethanol; water | 100% |
With potassium carbonate In ethanol; water | 100% |
L-alanin
(S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide
Conditions | Yield |
---|---|
With sodium methylate In methanol Addn. of a soln. of MeONa within 5-10 min to a mixt. of alanine, ligand and Ni-compound, heated to 60°C, allowing the mixt. to stand 1-2 h.; neutralizing the hot soln. (AcOH), pouring the mixt. into water, filtration, washing (water), drying in air.; | 100% |
L-alanin
Conditions | Yield |
---|---|
With hydrogenchloride; 18O-labeled water In 1,4-dioxane at 100℃; for 48h; Sealed tube; | 100% |
L-alanin
N-(allyloxycarbonyloxy)succinimide
N-allyloxycarbonyl-L-alanine
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃; | 100% |
L-alanin
Conditions | Yield |
---|---|
With hydrogenchloride; 18O-labeled water In 1,4-dioxane at 100℃; for 48h; Sealed tube; | 100% |
Conditions | Yield |
---|---|
With potassium iodide; sodium hydroxide In water at 20 - 85℃; for 4.5h; | 99.83% |
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 4h; Reflux; | 99.8% |
L-alanin
chloroacetic acid
N,N-bis(carboxymethyl)-DL-alanine trisodium salt
Conditions | Yield |
---|---|
With sodium hydroxide In water at 87 - 90℃; for 1.5h; pH=10 - 10.5; Temperature; pH-value; Large scale; | 99.75% |
Conditions | Yield |
---|---|
In water for 0.5h; microwave irradiation; | 99% |
at 140℃; for 0.166667h; | 98% |
at 170℃; for 2.5h; | 94% |
L-alanin
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine
Conditions | Yield |
---|---|
With sodium carbonate In 1,4-dioxane; water at 20℃; for 18h; | 99% |
With sodium carbonate In N,N-dimethyl-formamide for 0.166667h; Ambient temperature; | 96% |
With sodium carbonate In 1,4-dioxane; water at 20℃; for 18h; |
Reported in EPA TSCA Inventory.
1. Introduction of L-Alanine
L-Alanine, with the IUPAC Name of (2S)-2-aminopropanoic acid, is being stable while incompatible with strong oxidizing agents. This chemical belongs to the Product Categories which include Food & Feed ADDITIVES; Amino Acids; Alanine [Ala, A]; Amino Acids and Derivatives; alpha-Amino Acids; Biochemistry; Nutritional Supplements; L-Amino Acids; Amino Acids; Alphabetical Listings; AStable Isotopes; Stable Isotopes; GABA/Glycine receptor; bio-chemical; food additive; food flavor; alanine; amino acid; chemicals; food additives; organic acids; pharmaceutical intermediate.
2. Properties of L-Alanine
L-Alanine has the following property datas: (1)Index of Refraction: 1.459; (2)Molar Refractivity: 21 cm3; (3)Molar Volume: 76.7 cm3; (4)Polarizability: 8.32×10-24cm3; (5)Surface Tension: 45.8 dyne/cm; (6)Density: 1.161 g/cm3; (7)Flash Point: 82.6 °C; (8)Enthalpy of Vaporization: 49.5 kJ/mol; (9)Melting Point: 314.5 °C (dec.)(lit.); (10)Boiling Point: 212.9 °C at 760 mmHg; (11)Vapour Pressure: 0.0661 mmHg at 25°C; (12)Water Solubility: 166.5 g/L (25 oC).
3. Structure Descriptors of L-Alanine
You could convert the following datas into the molecular structure:
InChI: InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1
InChIKey: InChIKey=QNAYBMKLOCPYGJ-REOHCLBHSA-N
Smiles: C([C@H](C)N)(O)=O
4. Use of L-Alanine
In food and drink, L-Alanine (CAS NO.56-41-7) is used as the antiseptic, flavour sauce, and amino acids low-alcohol liquor etc. In medicine, it is used for synthesis of amino acids infusion.
5. Safety information of L-Alanine
Hazard Codes of L-Alanine (CAS NO.56-41-7): Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26
S24/25:Avoid contact with skin and eyes.
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
RTECS: AY2990000
F: 10
HazardClass: IRRITANT
HS Code: 29224995
6. Production of L-Alanine
L-Alanine can be prepared by the condensation of acetaldehyde with ammonium chloride in the presence of sodium cyanide by the Strecker reaction, or by the ammonolysis of 2-bromopropionic acid:
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