Product Name

  • Name

    DL-Alanine

  • EINECS 206-126-4
  • CAS No. 302-72-7
  • Article Data259
  • CAS DataBase
  • Density 1.161 g/cm3
  • Solubility 156 g/L (20 °C) in water
  • Melting Point 289 °C (dec.)(lit.)
  • Formula C3H7NO2
  • Boiling Point 212.907 °C at 760 mmHg
  • Molecular Weight 89.0941
  • Flash Point 82.563 °C
  • Transport Information
  • Appearance White crystalline powder
  • Safety 22-24/25-36-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 302-72-7 (DL-Alanine)
  • Hazard Symbols IrritantXi
  • Synonyms (R,S)-Alanine;dl-.alpha.-Aminopropionic acid;DL-alpha-Alanine;D,L-Alanine;Alanin;DL-2-Aminopropanoic acid;(+-)-2-Aminopropionic acid;alanine;(RS)-2-Aminopropionsaeure;Alanine, DL-;(+-)-Alanine;DL-2-Aminopropionic acid;DL-.alpha.-Alanine;D, L-Alanine;DL-alpha-Aminopropionic acid;H-DL-Ala-OH;DL-2-Aminopropanic Acid,;
  • PSA 63.32000
  • LogP 0.11850

Synthetic route

L-alanin
56-41-7

L-alanin

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With salicylaldehyde In acetic acid at 100℃; for 1h; Product distribution; var. temp., var. catalysts, var. solvents;96%
salicylaldehyde In acetic acid at 100℃; for 1h;96%
With sodium dihydrogenphosphate; tritium oxide at 124.6 - 175.4℃; Thermodynamic data; Rate constant; various pH's, various temperatures; Ea, ΔH(excit.), ΔS(excit.);
benzyl bromide
100-39-0

benzyl bromide

ethyl N-<(4-chlorophenyl)methylene>-DL-alanate
117470-83-4

ethyl N-<(4-chlorophenyl)methylene>-DL-alanate

A

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 48h; Product distribution; Heating; further alkylation method;A 94%
B 7%
2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With phenylglycin In water; acetonitrile for 24h; Inert atmosphere; Reflux;90%
With ethylenediaminetetraacetic acid; cetyltrimethylammonium chloride; N-Phenylglycine; DPL at 30℃; Product distribution; potassium phosphate buffer (pH 7.8); variation of incubation time, pH and DPL concentration;
With zinc(II) perchlorate; 15-aminomethyl-14-hydroxy-5,5-dimethyl-2,8-dithia<9>(2,5)pyridinophane In methanol at 23℃; Rate constant;
DL-Alanin-(4-nitro-benzylester)
7352-65-0

DL-Alanin-(4-nitro-benzylester)

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With sodium dithionite; sodium carbonate In acetonitrile90%
2-aminopropanamide hydrochloride
80222-96-4

2-aminopropanamide hydrochloride

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
Stage #1: 2-aminopropanamide hydrochloride With sodium hydroxide In water
Stage #2: In water at 130℃; for 1h;
88.6%
Oxalacetic acid
328-42-7

Oxalacetic acid

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With phenylglycin In water; acetonitrile for 24h; Inert atmosphere; Reflux;88%
2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

Phth-L-Ala-OH
4192-28-3

Phth-L-Ala-OH

A

N-2-(3,4-dimethoxyphenyl)ethylphthalimide
26477-09-8

N-2-(3,4-dimethoxyphenyl)ethylphthalimide

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
In methanol at 140 - 145℃; for 0.666667h; Solvent;A 78%
B n/a
sodium pyruvate
113-24-6

sodium pyruvate

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
Stage #1: sodium pyruvate With ammonia; hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer; 2,2'-bis[[bis(3-sulfophenyl)phosphino]methyl]-4,4',7,7'-tetrasulfo-1,1'-binaphthyl octasodium salt In water at 60℃; under 24752.5 Torr; for 16h;
Stage #2: With hydrogenchloride In water Product distribution / selectivity;
75%
With copper(II) perchlorate; 2-methyl-3-hydroxy-4-aminomethyl-5-(dodecylthiomethyl)pyridine In water at 30℃;
Multistep reaction;
With 2-methyl-3-hydroxy-4-aminomethyl-5-(N,N-didodecylamino)pyridine hydrobromide; N,N-hexadecyl-Nα-<6-(triethylammonio)hexanoyl>-L-alaninamide bromide; copper(II) perchlorate In water at 9.9℃; Thermodynamic data; Rate constant; Mechanism; pH = 6.9, (HEPES buffer), transamination; +ΔG, +ΔH (depends quant. of cat.), var. temp.;
With copper(II) perchlorate; 2-methyl-3-hydroxy-4-aminomethyl-5-(dodecylthiomethyl)pyridine In water at 30℃; Rate constant; Mechanism; various vesicle-forming compound added;
2-Amino-1-propanol
6168-72-5

2-Amino-1-propanol

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
Stage #1: 2-Amino-1-propanol With (6-di-tert-butylphosphinomethyl-2,2’-bipyridyl)Ru(CO)HCl; water; sodium hydroxide In 1,4-dioxane for 24h; Schlenk technique; Inert atmosphere; Glovebox; Reflux;
Stage #2: With hydrogenchloride In 1,4-dioxane; water
71%
With potassium permanganate; sulfuric acid
benzyl bromide
100-39-0

benzyl bromide

ethyl 2-(diphenylmethyleneamino)propanoate
69555-16-4

ethyl 2-(diphenylmethyleneamino)propanoate

A

2-methyl-3-phenylalanine
1132-26-9

2-methyl-3-phenylalanine

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetonitrile for 48h; Product distribution; Heating; further alkylation method;A 23%
B 63%
2-[2-Benzoylamino-1-methoxy-eth-(Z)-ylideneamino]-propionic acid

2-[2-Benzoylamino-1-methoxy-eth-(Z)-ylideneamino]-propionic acid

A

methyl hippurate
1205-08-9

methyl hippurate

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether Yield given;A 63%
B n/a
With hydrogenchloride In diethyl ether Yields of byproduct given;A 63%
B n/a
2-amino-3-((4-((S)-2-amino-2-carboxyethyl)-1H-imidazol-2-yl)thio)propionic acid
77504-36-0

2-amino-3-((4-((S)-2-amino-2-carboxyethyl)-1H-imidazol-2-yl)thio)propionic acid

A

rac-Ala-OH
302-72-7

rac-Ala-OH

B

(2S)-2-amino-3-(2-mercapto-1H-imidazol-4-yl)propanoic acid
2002-22-4

(2S)-2-amino-3-(2-mercapto-1H-imidazol-4-yl)propanoic acid

Conditions
ConditionsYield
With hydrogen iodide for 16h; Heating;A 54%
B 62%
Acetic acid (2R,4R)-2,4-dimethyl-3-nitro-5-oxo-oxazolidin-2-yl ester
130642-14-7, 130642-18-1

Acetic acid (2R,4R)-2,4-dimethyl-3-nitro-5-oxo-oxazolidin-2-yl ester

A

acetamide
60-35-5

acetamide

B

ammonium acetate
631-61-8

ammonium acetate

C

N-nitroalaninamide
130642-15-8

N-nitroalaninamide

D

Ammonium lactate
515-98-0

Ammonium lactate

E

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With ammonia In diethyl ether at 25℃; for 0.5h; Mechanism;A n/a
B n/a
C n/a
D n/a
E 60%
Acetic acid (2R,4R)-2,4-dimethyl-3-nitro-5-oxo-oxazolidin-2-yl ester
130642-14-7, 130642-18-1

Acetic acid (2R,4R)-2,4-dimethyl-3-nitro-5-oxo-oxazolidin-2-yl ester

A

acetamide
60-35-5

acetamide

B

N-nitroalaninamide
130642-15-8

N-nitroalaninamide

C

Ammonium lactate
515-98-0

Ammonium lactate

D

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With ammonia In diethyl ether at 25℃; for 0.5h; Further byproducts given;A n/a
B 60%
C n/a
D n/a
gluconic acid sodium salt

gluconic acid sodium salt

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With ammonium hydroxide; 2.5% Ru on PICA 12x20 mesh granular C; ammonium metatungstate hydrate at 180℃; under 103510 Torr; for 2h; Pressure; Reagent/catalyst; Temperature; Sealed tube;56.5%
2-[2-Benzoylamino-1-(2-hydroxy-ethoxy)-eth-(Z)-ylideneamino]-propionic acid

2-[2-Benzoylamino-1-(2-hydroxy-ethoxy)-eth-(Z)-ylideneamino]-propionic acid

A

rac-Ala-OH
302-72-7

rac-Ala-OH

B

Benzoylamino-acetic acid 2-hydroxy-ethyl ester

Benzoylamino-acetic acid 2-hydroxy-ethyl ester

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether Yield given;A n/a
B 55%
With hydrogenchloride In diethyl etherA n/a
B 55%
2-[2-Benzoylamino-1-ethoxy-eth-(Z)-ylideneamino]-propionic acid

2-[2-Benzoylamino-1-ethoxy-eth-(Z)-ylideneamino]-propionic acid

A

ethyl hippurate
1499-53-2

ethyl hippurate

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With hydrogenchloride In diethyl etherA 51%
B n/a
(R,S)-2-chloropropionic acid
598-78-7

(R,S)-2-chloropropionic acid

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With ammonium hydroxide at 70℃; for 5h;46%
(R,S)-2-chloropropionic acid
598-78-7

(R,S)-2-chloropropionic acid

A

2,2'-iminodipropionic acid
73890-66-1, 219755-19-8

2,2'-iminodipropionic acid

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With ammonium hydroxide at 70℃; for 5h; Product distribution; var. initial ratios of reagents and temperatures and pressures;A n/a
B 46%
C3H5NO2*H(1+)

C3H5NO2*H(1+)

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With hydrogenchloride In acetic acid at 100℃; for 48h; biomimetic reduction;34%
2-Amino-3-(2,5-dihydroxy-phenylsulfanyl)-propionic acid
39484-07-6

2-Amino-3-(2,5-dihydroxy-phenylsulfanyl)-propionic acid

A

hydroquinone
123-31-9

hydroquinone

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
In methanol for 1h; Irradiation;A 32%
B 20%
L-phenylalanine
63-91-2

L-phenylalanine

sodium pyruvate
113-24-6

sodium pyruvate

A

sodium phenylphyruvate
114-76-1

sodium phenylphyruvate

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With acetate buffer; N(1+)C5His2C16; PL(1+)2C16; copper(II) perchlorate In water at 30℃; for 48h; Kinetics; var. catalysts;A n/a
B 27%
3-S-cysteinyl-5-methylcatechol
17054-97-6

3-S-cysteinyl-5-methylcatechol

A

rac-Ala-OH
302-72-7

rac-Ala-OH

B

4-methyl-1,2-dihydroxybenzene
452-86-8

4-methyl-1,2-dihydroxybenzene

Conditions
ConditionsYield
In methanol for 1h; Product distribution; Mechanism; Irradiation; further in presence of O2, acetone, or 2-methyl-1,3-butadiene;A 20%
B 16%
propylamine
107-10-8

propylamine

formic acid
64-18-6

formic acid

A

DL-3-aminoisobutyric acid
10569-72-9

DL-3-aminoisobutyric acid

B

rac-Ala-OH
302-72-7

rac-Ala-OH

C

2-aminobutanoic acid
2835-81-6

2-aminobutanoic acid

D

4-amino-n-butyric acid
56-12-2

4-amino-n-butyric acid

Conditions
ConditionsYield
In water at 10 - 20℃; for 1h; contact glow discharge electrolysis (500-600 V, 45 mA); Further byproducts given;A 9.8%
B 3.4%
C 0.9%
D 8.1%
methane
34557-54-5

methane

carbon dioxide
124-38-9

carbon dioxide

A

glycine
56-40-6

glycine

B

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With nitrogen; water at 95℃; under 4560.31 Torr; for 72h; Catalytic behavior; Pressure; UV-irradiation;A 3.4%
B 2.4%
With nitrogen; water Reagent/catalyst; UV-irradiation; Heating;
formic acid
64-18-6

formic acid

ethylamine
75-04-7

ethylamine

A

serin
302-84-1

serin

B

glycine
56-40-6

glycine

C

rac-Ala-OH
302-72-7

rac-Ala-OH

D

3-amino propanoic acid
107-95-9

3-amino propanoic acid

Conditions
ConditionsYield
In water at 10 - 20℃; for 1h; contact glow discharge electrolysis (500-600 V, 45 mA);A 0.1%
B 0.1%
C 1.5%
D 3.1%
sodium formate
141-53-7

sodium formate

ethylamine
75-04-7

ethylamine

A

serin
302-84-1

serin

B

glycine
56-40-6

glycine

C

rac-Ala-OH
302-72-7

rac-Ala-OH

D

3-amino propanoic acid
107-95-9

3-amino propanoic acid

Conditions
ConditionsYield
In water at 10 - 20℃; for 1h; contact glow discharge electrolysis (500-600 V, 45 mA);A 1%
B 0.3%
C 3.1%
D 0.6%
2-Bromo-propionic acid; compound with ammonia

2-Bromo-propionic acid; compound with ammonia

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
at 19.9℃; under 37503000 Torr; Product distribution; under shear deformation (360 deg);1.35%
methanol
67-56-1

methanol

methyl-malonic acid-monoazide
859196-30-8

methyl-malonic acid-monoazide

rac-Ala-OH
302-72-7

rac-Ala-OH

Conditions
ConditionsYield
With diethyl ether Erhitzen des Reaktionsprodukts mit konz. wss. HCl auf 90grad;
methanol
67-56-1

methanol

rac-Ala-OH
302-72-7

rac-Ala-OH

methyl 2-aminopropanoate monohydrochloride
13515-97-4

methyl 2-aminopropanoate monohydrochloride

Conditions
ConditionsYield
With thionyl chloride at 0 - 20℃; for 17h; Inert atmosphere;100%
With thionyl chloride at -20 - 20℃; for 17h; Inert atmosphere;100%
With chloro-trimethyl-silane at 20℃; for 12h;97%
isopropyl alcohol
67-63-0

isopropyl alcohol

rac-Ala-OH
302-72-7

rac-Ala-OH

iso-propyl alaninate hydrochloride

iso-propyl alaninate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at -20℃; for 4h; Heating / reflux;100%
With thionyl chloride for 16h; Heating;
3-aminopropyltriethoxysilane
919-30-2

3-aminopropyltriethoxysilane

rac-Ala-OH
302-72-7

rac-Ala-OH

C12H28N2O4Si

C12H28N2O4Si

Conditions
ConditionsYield
at 200℃; for 0.05h; Product distribution / selectivity; Microwave irradiation (300 W);100%
1-(4-methoxybutyl)-3-methylimidazolium hydroxide

1-(4-methoxybutyl)-3-methylimidazolium hydroxide

rac-Ala-OH
302-72-7

rac-Ala-OH

C9H17N2O(1+)*C3H6NO2(1-)

C9H17N2O(1+)*C3H6NO2(1-)

Conditions
ConditionsYield
at 20℃; for 72h;99.99%
ethyl ester of p-toluenesulfonic acid
80-40-0

ethyl ester of p-toluenesulfonic acid

rac-Ala-OH
302-72-7

rac-Ala-OH

ethyl (RS)-alaninate p-toluenesulfonic acid salt

ethyl (RS)-alaninate p-toluenesulfonic acid salt

Conditions
ConditionsYield
In ethanol for 36h; Esterification; Heating;99%
(S)-2-{(N-benzyl-2-pyrrolidinyl)carbonylamino}benzaldehyde
82704-14-1

(S)-2-{(N-benzyl-2-pyrrolidinyl)carbonylamino}benzaldehyde

rac-Ala-OH
302-72-7

rac-Ala-OH

nickel(II) nitrate

nickel(II) nitrate

(S)-{Ni(O2CCH(CH3)NCHC6H4COC4H7N(CH2C6H5))}

(S)-{Ni(O2CCH(CH3)NCHC6H4COC4H7N(CH2C6H5))}

Conditions
ConditionsYield
With sodium methylate In methanol99%
C20H24N2O2*ClH

C20H24N2O2*ClH

rac-Ala-OH
302-72-7

rac-Ala-OH

nickel dichloride

nickel dichloride

C23H27N3NiO3

C23H27N3NiO3

Conditions
ConditionsYield
With sodium carbonate In methanol at 65℃; diastereoselective reaction;99%
2,3-naphthalenedicarboxaldehyde
7149-49-7

2,3-naphthalenedicarboxaldehyde

sodium cyanide
143-33-9

sodium cyanide

rac-Ala-OH
302-72-7

rac-Ala-OH

Sodium; 2-(1-cyano-benzo[f]isoindol-2-yl)-propionate
103851-04-3

Sodium; 2-(1-cyano-benzo[f]isoindol-2-yl)-propionate

Conditions
ConditionsYield
In methanol; water for 0.75h; Ambient temperature;98.6%
rac-Ala-OH
302-72-7

rac-Ala-OH

cyclohexanylcarbonyl chloride
2719-27-9

cyclohexanylcarbonyl chloride

N-(Cyclohexylcarbonyl)-DL-alanin
150671-92-4

N-(Cyclohexylcarbonyl)-DL-alanin

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane at 20℃; for 0.5h;98%
With sodium hydroxide
Bz-Gly-ONPh
3101-11-9

Bz-Gly-ONPh

rac-Ala-OH
302-72-7

rac-Ala-OH

N-hippuroyl-alanine
24639-11-0

N-hippuroyl-alanine

Conditions
ConditionsYield
With sodium hydroxide In water; butan-1-ol Ambient temperature;98%
3,5-dimethyl-pyrazole-1-carboxylic acid benzyl ester
91806-74-5

3,5-dimethyl-pyrazole-1-carboxylic acid benzyl ester

rac-Ala-OH
302-72-7

rac-Ala-OH

N-benzyloxycarbonylalanine
4132-86-9, 26607-51-2, 1142-20-7

N-benzyloxycarbonylalanine

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at -5℃; for 5h;98%
tert-butyl 4,6-dimethoxy-1,3,5-triazinyl carbonate
909114-65-4

tert-butyl 4,6-dimethoxy-1,3,5-triazinyl carbonate

rac-Ala-OH
302-72-7

rac-Ala-OH

N-t-butyloxycarbonyl-DL-alanine
3744-87-4, 7764-95-6, 15761-38-3

N-t-butyloxycarbonyl-DL-alanine

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 0.5h;98%
(R)-N-(2-benzoyl-4-chlorophenyl)-1-[(3,4-dichlorophenyl)methyl]-2-pyrrolidinecarboxamide
1644308-43-9

(R)-N-(2-benzoyl-4-chlorophenyl)-1-[(3,4-dichlorophenyl)methyl]-2-pyrrolidinecarboxamide

nickel(II) acetate tetrahydrate
6018-89-9

nickel(II) acetate tetrahydrate

rac-Ala-OH
302-72-7

rac-Ala-OH

C28H24Cl3N3NiO3

C28H24Cl3N3NiO3

Conditions
ConditionsYield
With potassium carbonate In methanol at 60℃; for 1h; Temperature; diastereoselective reaction;98%
undecyl alcohol
112-42-5

undecyl alcohol

rac-Ala-OH
302-72-7

rac-Ala-OH

undecyl 2-aminopropanoate
1614221-37-2

undecyl 2-aminopropanoate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene Reflux;97.56%
methyl N-phenyldithiocarbamate
701-73-5

methyl N-phenyldithiocarbamate

rac-Ala-OH
302-72-7

rac-Ala-OH

5-methyl-3-phenyl-2-thiohydantoin
4333-19-1

5-methyl-3-phenyl-2-thiohydantoin

Conditions
ConditionsYield
With triethylamine In ethanol for 5h; Heating;97%
ethanol
64-17-5

ethanol

rac-Ala-OH
302-72-7

rac-Ala-OH

DL-alanine ethyl ester hydrochloride
617-27-6

DL-alanine ethyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 2h; Heating;97%
With hydrogenchloride for 5h; Heating;95%
With hydrogenchloride for 5h; Reflux;92%
((S)-N-(2-benzoyl-4-chlorophenyl)-1-(3,4-dichlorobenzyl)pyrrolidine-2-carboxamide)
1644308-41-7

((S)-N-(2-benzoyl-4-chlorophenyl)-1-(3,4-dichlorobenzyl)pyrrolidine-2-carboxamide)

nickel(II) acetate tetrahydrate
6018-89-9

nickel(II) acetate tetrahydrate

rac-Ala-OH
302-72-7

rac-Ala-OH

C28H24Cl3N3NiO3

C28H24Cl3N3NiO3

Conditions
ConditionsYield
With potassium carbonate In methanol at 60℃; for 3h; Temperature; Reagent/catalyst; diastereoselective reaction;97%
With potassium carbonate In methanol at 15℃; for 56h;90%
4-Nitrophenylene-1,2-diamine
99-56-9

4-Nitrophenylene-1,2-diamine

rac-Ala-OH
302-72-7

rac-Ala-OH

1-(5-nitro-1H-benzo[d]imidazol-2-yl)ethan-1-amine

1-(5-nitro-1H-benzo[d]imidazol-2-yl)ethan-1-amine

Conditions
ConditionsYield
With hydrogenchloride In water for 6h; Reflux;97%
3-chlorophthalic anhydride
117-21-5

3-chlorophthalic anhydride

rac-Ala-OH
302-72-7

rac-Ala-OH

C11H8ClNO4

C11H8ClNO4

Conditions
ConditionsYield
With acetic acid at 100℃; for 3h;96.4%
5-(4-chlorophenyl)-2,3-dihydrofuran-2,3-dione
58303-62-1

5-(4-chlorophenyl)-2,3-dihydrofuran-2,3-dione

rac-Ala-OH
302-72-7

rac-Ala-OH

2-[4-(4-Chloro-phenyl)-2,4-dioxo-butyrylamino]-propionic acid
121275-51-2

2-[4-(4-Chloro-phenyl)-2,4-dioxo-butyrylamino]-propionic acid

Conditions
ConditionsYield
With acetamide at 78 - 80℃; for 0.416667h; oth. reagent - CH3CON(CH3)2;96%
9-fluorenylmethyl 4,6-dimethoxy-1,3,5-triazinyl carbonate
909114-66-5

9-fluorenylmethyl 4,6-dimethoxy-1,3,5-triazinyl carbonate

rac-Ala-OH
302-72-7

rac-Ala-OH

Fmoc-alanine
35661-38-2

Fmoc-alanine

Conditions
ConditionsYield
With sodium carbonate In acetonitrile at 20℃; for 1.25h;96%
3-(1H-benzo[d][1,2,3]triazole-1-carbonyl)-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one
1131147-58-4

3-(1H-benzo[d][1,2,3]triazole-1-carbonyl)-1-ethyl-7-methyl-1,8-naphthyridin-4(1H)-one

rac-Ala-OH
302-72-7

rac-Ala-OH

2-(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamido)propanoate

2-(1-ethyl-7-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamido)propanoate

Conditions
ConditionsYield
With triethylamine In water; acetonitrile at 20℃; for 3h;96%
ethyl Bromopyruvate
70-23-5

ethyl Bromopyruvate

Benzoyl isothiocyanate
532-55-8

Benzoyl isothiocyanate

rac-Ala-OH
302-72-7

rac-Ala-OH

2-[4-(ethoxycarbonyl)-2-(benzoylimino)thiazol-3(2H)-yl]propanoic acid

2-[4-(ethoxycarbonyl)-2-(benzoylimino)thiazol-3(2H)-yl]propanoic acid

Conditions
ConditionsYield
Stage #1: Benzoyl isothiocyanate; rac-Ala-OH With 1-n-butyl-3-methylimidazolim bromide at 50℃; for 1h;
Stage #2: ethyl Bromopyruvate at 50℃; for 3h;
96%
(R)-N-(2-benzoyl-4-chlorophenyl)-2-[3,5-dihydro-4H-dinaphtho[2,1-c:1',2'-e]azepine-4-yl]acetamide

(R)-N-(2-benzoyl-4-chlorophenyl)-2-[3,5-dihydro-4H-dinaphtho[2,1-c:1',2'-e]azepine-4-yl]acetamide

nickel(II) acetate tetrahydrate
6018-89-9

nickel(II) acetate tetrahydrate

rac-Ala-OH
302-72-7

rac-Ala-OH

C40H30ClN3NiO3

C40H30ClN3NiO3

Conditions
ConditionsYield
With potassium carbonate In methanol at 60 - 70℃; for 24h;96%
With potassium carbonate In methanol at 40℃; for 24h;84.8%
With potassium carbonate In methanol at 40℃; for 24h;84.8%
chloroacetic acid
79-11-8

chloroacetic acid

rac-Ala-OH
302-72-7

rac-Ala-OH

N,N-bis(carboxymethyl)-DL-alanine trisodium salt
164462-16-2

N,N-bis(carboxymethyl)-DL-alanine trisodium salt

Conditions
ConditionsYield
Stage #1: rac-Ala-OH With sodium carbonate; sodium iodide In water at 55℃; for 1.08333h; pH=9.5 - 9.9; Large scale;
Stage #2: chloroacetic acid In water at 45 - 92℃; Reagent/catalyst; Large scale;
96%
rac-Ala-OH
302-72-7

rac-Ala-OH

L-alanin
56-41-7

L-alanin

Conditions
ConditionsYield
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
benzyl chloroformate
501-53-1

benzyl chloroformate

rac-Ala-OH
302-72-7

rac-Ala-OH

N-benzyloxycarbonylalanine
4132-86-9, 26607-51-2, 1142-20-7

N-benzyloxycarbonylalanine

Conditions
ConditionsYield
With sodium carbonate In tetrahydrofuran; water at 0 - 20℃; for 2h;95%
With sodium hydroxide at 0℃; for 3h;68%
With sodium hydroxide unter Kuehlung;
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

rac-Ala-OH
302-72-7

rac-Ala-OH

trifluoroacetyl-DL-alanine
1597-49-5

trifluoroacetyl-DL-alanine

Conditions
ConditionsYield
With N,N,N',N'-tetramethylguanidine95%
Stage #1: rac-Ala-OH With triethylamine In methanol for 0.0833333h;
Stage #2: ethyl trifluoroacetate, In methanol for 24h;
68%
With methanol; ion-exchange resin + form>; N-cyclohexyl-cyclohexanamine
With triethylamine In methanol at 20℃; for 16h;
rac-Ala-OH
302-72-7

rac-Ala-OH

trifluoroacetic anhydride
407-25-0

trifluoroacetic anhydride

4-Methyl-2-(trifluoromethyl)-1,3-oxazol-5(2H)-on
2546-67-0

4-Methyl-2-(trifluoromethyl)-1,3-oxazol-5(2H)-on

Conditions
ConditionsYield
at 20℃; for 4h;95%
at 150℃; for 2h;64%
at 0 - 60℃; for 2h;41%

Dl-Alanine Chemical Properties

IUPAC Name: 2-aminopropanoic acid
Synonyms of Dl-Alanine (CAS NO.302-72-7): (+-)-2-Aminopropionic acid ; (+-)-Alanine ; (R,S)-Alanine ; Alanine, DL- ; D,L-Alanine ; DL-2-Aminopropanoic acid ; DL-alpha-Aminopropionic acid
CAS NO: 302-72-7
Molecular Formula: C3H7NO2
Molecular Weight: 89.09
Molecular Structure:
EINECS: 206-126-4
H bond acceptors: 3
H bond donors: 3
Freely Rotating Bonds: 2
Polar Surface Area: 29.54 Å2
Index of Refraction: 1.459
Molar Refractivity: 21 cm3
Molar Volume: 76.7 cm3
Surface Tension: 45.8 dyne/cm
Density: 1.161 g/cm3
Flash Point: 82.6 °C
Enthalpy of Vaporization: 49.5 kJ/mol
Boiling Point: 212.9 °C at 760 mmHg
Vapour Pressure: 0.0661 mmHg at 25°C
Melting Point: 289 °C (dec.)(lit.)
Storage temp: Store at RT.
Water Solubility: 156 g/L (20 °C)
Appearance: White crystalline powder 
Stability: Stable. Incompatible with strong oxidizing agents. 
Product Categories of Dl-Alanine (CAS NO.302-72-7): Amino Acids;Alanine [Ala, A];alpha-Amino Acids;Biochemistry;Amino Acids;alanine;amino acid;bio-chemical;chemicals;food additive;food additives;food flavor;organic acids;pharmaceutical intermediate;sweetener

Dl-Alanine Uses

 Dl-Alanine (CAS NO.302-72-7) is a biologically important amino acid.

Dl-Alanine Production

 D-Alanine occurs in bacterial cell walls and in some peptide antibiotics.
Here is Chemical Synthesis:
 D-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

Dl-Alanine Safety Profile

Safety Information about Dl-Alanine (CAS NO.302-72-7):
Hazard Codes: IrritantXi
Risk Statements: 36/37/38
 R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-36-26 
S22: Do not breathe dust. 
S24/25: Avoid contact with skin and eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3
RTECS: AY2980000
HS Code: 29224995 
Low toxicity by ingestion. When heated to decomposition emits toxic fumes of NOx.

Dl-Alanine Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Storage: Store in a cool, dry place. Store in a tightly closed container. Do not exceed 30°C (86°F).

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