D-Alanine supplier | CasNO.338-69-2

Name
D-Alanine
EINECS 206-418-1
CAS No. 338-69-2
Article Data211
CAS DataBase
Density 1.161g/cm³
Solubility 155 g/L (20 °C) in water
Melting Point 291 °C (dec.)(lit.)
Formula C₃H₇NO₂
Boiling Point 212.9 °C at 760 mmHg
Molecular Weight 89.0941
Flash Point 82.6 °C
Transport Information
Appearance White crystalline powder
Safety 24/25-36-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms D-alpha-Aminopropionsaeure;Ba 2776;D-alpha-alanine;(R)-2-Aminopropionsaeure;D-alpha-aminopropionic acid;D(-)-Alanine;H-D-Ala-OH;Alanine D-;D-Ala;D-Ala-OH;D-Alanine;D(-)-.alpha.-Alanine;(2R)-2-aminopropanoic acid;D-.alpha.-Alanine;Alanine, D-;(R)-2-aminopropanoic acid;D-Alanin;(R)-Alanine;D-2-Aminopropionic acid;Alanine D-form;D-(-)-Alanine;
PSA 63.32000
LogP 0.11850

Synthetic route

: 80222-96-4
2-aminopropanamide hydrochloride

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
Escherichia coli JM109; pCl38DP In various solvent(s) at 30℃; for 0.15h;	100%

: 174591-36-7
(3R,6S,1'S)-3,6-dimethyl-4-N-(1'-phenethyl)-1,4-morpholin-2,5-dione

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With hydrogen iodide for 1h; Heating;	100%

: (R)-2-(2-Oxo-4-phenyl-oxazolidin-3-yl)-propionic acid

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -78℃; for 0.5h;	99%

: (R)-2-((R)-2-Oxo-4-phenyl-oxazolidin-3-yl)-propionic acid

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With ammonia; lithium In tetrahydrofuran; tert-butyl alcohol at -78℃; for 0.5h; Birch reduction;	99%

: 127-17-3
2-oxo-propionic acid

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With isopropylamine In aq. buffer at 37℃; for 24h; pH=7.0; Enzymatic reaction;	95%
With D-glucose; Bacillus subtilis glucose dehydrogenase; Symbiobacterium thermophilum meso-Diaminopimelate dehydrogenase W121L/H227I mutant; NADP; ammonium chloride In aq. buffer at 37℃; for 24h; pH=8.5; Kinetics; Reagent/catalyst; Enzymatic reaction;	49%
With ammonium hydroxide; D-amino acid oxidase In phosphate buffer for 10h; pH=6.5; Reduction; Electrochemical reaction;

: 3744-87-4, 7764-95-6, 15761-38-3
Boc-(R)-Ala

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With water at 170℃; for 0.05h; Microwave irradiation;	95%

: 21028-13-7
(R)-(+)-2-hydrazinopropionic acid

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With hydrogen; platinum(IV) oxide	92%

: 127-17-3
2-oxo-propionic acid

A: 56-41-7
L-alanin

B: 338-69-2
D-Alanine

Conditions

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;

: 143746-61-6
(3R,6R)-1,4-N,N-((S)-1-phenyleth-1-yl)-3,6-dimethylpiperazine-2,5-dione

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With hydrogen iodide for 1h; Heating;	90%

: (R)-2-tert-Butoxycarbonylamino-propionic acid 2-hydroxy-ethyl ester

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With trimethylsilyl iodide In chloroform for 0.0833333h;	88%

: 29588-83-8
(R)-N-phthaloylalanine

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol; acetone Heating;	86%

: 15136-27-3
trans-cyclo(D-Ala-Val)

A: 338-69-2
D-Alanine

B: 72-18-4
L-valine

Conditions

Conditions	Yield
With hydrogenchloride; water	A 86% B n/a
With hydrogenchloride	A 86% B n/a
With hydrogenchloride; water for 24h; Heating;

: (3R,6S)-6-tert-butyl-5-methoxy-3,6-dimethyl-3,6-dihydro-2H-1,4-oxazin-2-one

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With hydrogen bromide In water at 130℃; for 24h;	85%

: 132523-44-5
(R)-1-(furan-2-yl)ethanamine

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With ozone In methanol at -78℃; for 0.25h;	81%

: 1116-19-4, 2325-18-0, 39537-36-5, 61500-92-3, 95191-59-6, 103067-82-9
DL-α-alanyl-DL-norvaline

A: 56-41-7
L-alanin

B: 338-69-2
D-Alanine

C: 2013-12-9
D-norvaline

D: 6600-40-4
L-Norvaline

Conditions

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%

...Expand

: 131969-00-1
(1'S,5R)-1-(benzyloxycarbonyl)-3-(1'-phenyleth-1'-yl)-5-methylimidazolidin-4-one

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With hydrogenchloride In methanol for 24h; Heating;	73%

: C28H29N3NiO3

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
Stage #1: C28H29N3NiO3 With hydrogenchloride In methanol at 70℃; Stage #2: In water	71%

: 422570-16-9
(1R,2S,5R,8S)-1,5,11,11-tetramethyl-3-oxa-6-azatricyclo[6.2.1.02,7]undec-6-en-4-one

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
Stage #1: (1R,2S,5R,8S)-1,5,11,11-tetramethyl-3-oxa-6-azatricyclo[6.2.1.02,7]undec-6-en-4-one With hydrogenchloride at 87℃; for 2h; Stage #2: With methyloxirane In ethanol at 20℃; for 0.5h; Further stages.;	70%

: 598-78-7
(R,S)-2-chloropropionic acid

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
	70%

: 137959-78-5
N-trichloroacetyl-D-alanine

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With hydrogen cation	69%
With hydrogenchloride at 120℃; for 5h;	69%

: 1-[(cyano-methyl-methyl)-amino]-5-isopropenyl-2-methyl-cyclohexane-1,3-dicarbonitrile

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With hydrogenchloride at 110℃; for 12h;	37%

: 302-72-7
rac-Ala-OH

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
mittels Hefe nach reichlichem Zusatz von Zucker;
durch Penicillium glaucum;
durch Aspergillus niger;

: 32644-15-8
(S)-2-bromopropanoic acid

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With ammonia; water
With ammonia

: 17344-99-9
AlaOEt

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
und Erhitzen des erhaltenen -d-alanin-aethylester mit konz.Salzsaeure und zerlegt das entstandene d(-)-Alaninhydrochlorid mit Bleihydroxyd;
ueber N--D-alanin-aethylester;

: 3082-75-5
L-Alanine ethyl ester

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With water

: 19436-52-3
(R)-2-(acetylamino)propanoic acid

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogen bromide

: 1948-31-8
di-L-alanine

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
durch ein im Speichel vorkommendes Ferment.Hydrolysis;

: 17966-60-8
D-N-benzoylalanine

: 338-69-2
D-Alanine

Conditions

Conditions	Yield
With hydrogenchloride

: 98-88-4
benzoyl chloride

: 302-72-7
rac-Ala-OH

A: 56-41-7
L-alanin

B: 338-69-2
D-Alanine

Conditions

Conditions	Yield
Behandeln mit Brucin, Zerlegen das Brucinsalz in die aktiven Salze, die man mit 20prozentiger Salzsaeure bei 100grad verseift;

...Expand

: 85-44-9
phthalic anhydride

: 338-69-2
D-Alanine

: 29588-83-8
(R)-N-phthaloylalanine

Conditions

Conditions	Yield
for 0.05h; microwave irradiation;	100%
With triethylamine In toluene Heating;	90%
With pyridine for 12h; Heating;	88%

: 338-69-2
D-Alanine

: 24424-99-5
di-tert-butyl dicarbonate

: 3744-87-4, 7764-95-6, 15761-38-3
Boc-(R)-Ala

Conditions

Conditions	Yield
Stage #1: D-Alanine With sodium hydroxide In water at 0℃; for 0.166667h; Stage #2: di-tert-butyl dicarbonate In tetrahydrofuran; water at 20℃;	100%
With sodium hydroxide In tetrahydrofuran; water at 0 - 30℃; for 4.5h;	98%
With triethylamine; sodium hydroxide In tetrahydrofuran; water at 20℃; for 10.5h;	92%

: 338-69-2
D-Alanine

: 501-53-1
benzyl chloroformate

: 26607-51-2
N-benzyloxycarbonyl-D-alanine

Conditions

Conditions	Yield
With sodium carbonate In 1,4-dioxane; water at 20℃; for 20h;	100%
With sodium hydroxide In water at 0 - 20℃;	92.7%
Stage #1: D-Alanine; benzyl chloroformate With sodium hydroxide In water at 0 - 20℃; Stage #2: With hydrogenchloride In water pH=4 - 5;	89%

: 338-69-2
D-Alanine

: 541-41-3
chloroformic acid ethyl ester

: 148731-47-9
(R)-N-carbethoxy-2-aminopropanoic acid

Conditions

Conditions	Yield
With sodium hydroxide at 15℃; for 1h; pH=9;	100%
With sodium hydrogencarbonate In water at 20℃; for 24h;	90%
With sodium hydrogencarbonate
Stage #1: D-Alanine; chloroformic acid ethyl ester With sodium hydroxide at 15℃; pH=9 - 9.5; Stage #2: With phosphoric acid In water at 0 - 5℃; pH=1;
Stage #1: D-Alanine With sodium hydroxide In water at 15℃; Stage #2: chloroformic acid ethyl ester In water pH=9 - 9.5; Stage #3: With phosphoric acid In water pH=1;

: 338-69-2
D-Alanine

: 916686-39-0
f6-Fmoc-OSu

: f6-Fmoc-D-alanine

Conditions

Conditions	Yield
With sodium carbonate In water at 0 - 20℃; for 3h;	100%
With sodium carbonate In 1,4-dioxane; water at 0 - 20℃; for 3.08333h; Inert atmosphere;	96%

: 67-56-1
methanol

: 338-69-2
D-Alanine

: 14316-06-4
D-alanine methyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 20℃; for 2h;	99%
With thionyl chloride for 8h; Heating;	97%
With thionyl chloride	95%

: 64-17-5
ethanol

: 338-69-2
D-Alanine

: 6331-09-5
D-alanine ethyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride	99%
With thionyl chloride at 40℃; for 4h;	86%

: 338-69-2
D-Alanine

: 2937-50-0
Allyl chloroformate

: 918936-47-7
(R)-2-(((allyloxy)carbonyl)amino)propanoic acid

Conditions

Conditions	Yield
With sodium hydroxide for 3h;	99%

: 338-69-2
D-Alanine

: 321-23-3
4-bromo-2-fluoronitrobenzene

: N-(5-bromo-2-nitrophenyl)-D-alanine

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water at 100℃; for 10h;	98.2%
With potassium carbonate In ethanol; water for 10h; Reflux;	91%
With potassium carbonate In ethanol; water at 80℃; for 8h;	87%

: 50-00-0
formaldehyd

: 338-69-2
D-Alanine

: 135636-66-7
butane-2,3-dione mono-oxime

: 122459-34-1
(R)-2-(4,5-Dimethyl-3-oxy-imidazol-1-yl)-propionic acid

Conditions

Conditions	Yield
In ethanol for 3h; Heating;	98%

...Expand

: 338-69-2
D-Alanine

: 67-63-0
isopropyl alcohol

: 39613-92-8
(R)-1-isopropoxy-1-oxopropan-2-aminium chloride

Conditions

Conditions	Yield
Stage #1: D-Alanine; isopropyl alcohol With thionyl chloride at 85℃; for 4h; Inert atmosphere; Stage #2: With hydrogenchloride	98%
With thionyl chloride at 85℃; for 4h; Inert atmosphere;	98%
With thionyl chloride at 20 - 85℃; for 4h; Inert atmosphere;	98%

: 338-69-2
D-Alanine

: 112-53-8
1-dodecyl alcohol

: 770709-94-9
D-dodecyl 2-amino propanoate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene Reflux;	97.6%

: 338-69-2
D-Alanine

: 383-63-1
ethyl trifluoroacetate,

: 7592-26-9
(R)-2-(2,2,2-trifluoroacetamido)propanoic acid

Conditions

Conditions	Yield
Stage #1: D-Alanine; ethyl trifluoroacetate, With N,N,N',N'-tetramethylguanidine In methanol at 20℃; for 5h; Stage #2: With hydrogenchloride In methanol; water	97.3%
With triethylamine In methanol at 20℃; for 24h;	95%
With triethylamine In methanol for 24h;	86%
With triethylamine In methanol at 20℃; for 8h; Product distribution / selectivity;	86%
Stage #1: D-Alanine; ethyl trifluoroacetate, With triethylamine In methanol at 20℃; for 24h; Stage #2: for 0.166667h; Acidic conditions;	80.8%

: 67-56-1
methanol

: 338-69-2
D-Alanine

: 7625-53-8, 10065-72-2, 21705-13-5
D-alanine methyl ester

Conditions

Conditions	Yield
With thionyl chloride at 60℃; for 3h;	97%
With thionyl chloride at 0 - 40℃; for 4h;	86%
With thionyl chloride at 20℃; for 6h;

: 338-69-2
D-Alanine

: 627-11-2
2-Chloroethyl chloroformate

: 925893-40-9
N-(2-chloroethyloxycarbonyl)-D-Ala-OH

Conditions

Conditions	Yield
Stage #1: D-Alanine; 2-Chloroethyl chloroformate With sodium hydrogencarbonate In 1,4-dioxane; water Stage #2: With hydrogenchloride In water pH=3;	97%

: 338-69-2
D-Alanine

: (4-ethynylphenyl)sulfurimidoyl difluoride

: (N-(4-ethynylphenyl)sulfamoyl)-L-alanine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In aq. phosphate buffer; water; acetonitrile at 20℃; for 20h; pH=7;	97%

: 338-69-2
D-Alanine

: 334-48-5
1-decanoic acid

: 22220-05-9
N-decanoyl-D-alanine

Conditions

Conditions	Yield
Stage #1: 1-decanoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h; Stage #2: D-Alanine In dichloromethane for 12h;	96%

: 338-69-2
D-Alanine

: 5-bromo-4-chloro-6-phenyl-thieno[2,3-d]pyrimidine

: N-(5-bromo-6-phenyl-thieno[2,3-d]pyrimidin-4-yl)-D-alanine

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water at 100℃; for 1h; Inert atmosphere; Reflux;	96%

: 338-69-2
D-Alanine

: C9H8BrClN2S2

: (2R)-2-[(5-bromo-6-ethyl-2-methylsulfanyl-thieno[2,3-d]pyrimidin-4-yl)amino]propanoic acid

Conditions

Conditions	Yield
With potassium carbonate In ethanol; N,N-dimethyl-formamide at 100℃; Inert atmosphere;	96%

: 338-69-2
D-Alanine

: 10009-70-8
R-(+)-2-bromopropionic acid

Conditions

Conditions	Yield
With hydrogen bromide; potassium bromide; sodium nitrite at 0 - 5℃; for 1h;	95%
With hydrogen bromide; potassium bromide; sodium nitrite In water at -15 - 20℃; Inert atmosphere;	82%
With sulfuric acid; potassium bromide; sodium nitrite at 0 - 20℃; for 2h;	41%

: 869772-05-4
benzyl N-[(1S)-1-(1H-1,2,3-benzotriazol-1-ylcarbonyl)-3-(methylsulfanyl)propyl]carbamate

: 338-69-2
D-Alanine

: 17445-27-1
(R)-2-[(S)-2-benzyloxycarbonylamino-4-methylsulfanylbytyrylamino]propanoic acid

Conditions

Conditions	Yield
With triethylamine In water; acetonitrile at 20℃; for 1h;	95%

: 338-69-2
D-Alanine

: 100-51-6
benzyl alcohol

: 5557-81-3, 5557-83-5, 34404-37-0
(R)-benzyl 2-aminopropanoate hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 0 - 20℃;	95%

: 338-69-2
D-Alanine

: 128-69-8
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

: C30H18N2O8

Conditions

Conditions	Yield
Stage #1: D-Alanine; perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With 1H-imidazole at 120℃; for 0.5h; Stage #2: With hydrogenchloride at 85℃;	95%
With 1H-imidazole In water at 120℃; Schlenk technique; Inert atmosphere;

: 338-69-2
D-Alanine

: 91103-47-8
N-(tert-butoxycarbonyl)-D-alanine methyl ester

Conditions

Conditions	Yield
	94%

D-Alanine Chemical Properties

Molecular Structure:

Molecular Formula: C₃H₇NO₂
Molecular Weight: 89.0932
IUPAC Name: (2R)-2-Aminopropanoic acid
Synonyms of D-Alanine (CAS NO.338-69-2): Alanine D-form ; (R)-2-Aminopropionsaeure ; (R)-Alanine ; Alanine, D- ; Ba 2776 ; D-alpha-Aminopropionsaeure ; EINECS 206-418-1 ; NSC 158286
CAS NO: 338-69-2
Classification Code: Amino Acids Derivatives ; Amino ACIDS SERIES ; Amino Acids ; PROTECTED AMINO ACID & PEPTIDES ; Alanine [Ala, A] ; Amino Acids and Derivatives ; alpha-Amino Acids ; Biochemistry ; Amino Acids and Derivatives ; GABA/Glycine receptor ; alanine ; amino acid ; organic acids ; pharmaceutical intermediate
Melting Point: 291 °C
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

D-Alanine Uses

D-Alanine (CAS NO.338-69-2) can be used for synthesis of new sweetener and materials of some chiral drugs' intermediates.

D-Alanine Safety Profile

Hazard Codes of D-Alanine (CAS NO.338-69-2): Irritant 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
HazardClass: IRRITANT

Product Name

D-Alanine

Synthetic route

D-Alanine Chemical Properties

D-Alanine Uses

D-Alanine Safety Profile

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