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Basic Information
CAS No.: 39537-23-0
Name: L-Alanyl-L-Glutamine
Article Data: 12
Molecular Structure:
Molecular Structure of 39537-23-0 (L-Alanyl-L-Glutamine)
Formula: C8H15N3O4
Molecular Weight: 217.225
Synonyms: Glutamine,N2-L-alanyl- (7CI);L-Glutamine, N2-L-alanyl-;Dipeptamin;Dipeptiven;GlutaMAX;L-Ala-L-Gln;L-Alanyl-L-glutamine;Glutamax I;
EINECS: 475-290-9
Density: 1.305g/cm3
Melting Point: 215 °C
Boiling Point: 615.4 °C at 760 mmHg
Flash Point: 326 °C
Solubility: Soluble in water.
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 23-24/25-36-26
PSA: 135.51000
LogP: -0.04000
Synthetic route

2-bromopropionyl-L-glutamine

39537-23-0

alanylglutamine

Conditions
ConditionsYield
With ammonium hydroxide at 20 - 60℃; for 8h; Autoclave;99.8%
56-85-9

L-glutamine

1142-20-7

N-Cbz-Ala

39537-23-0

alanylglutamine

Conditions
ConditionsYield
Stage #1: N-Cbz-Ala With hexachloroethane; triphenylphosphine In tetrahydrofuran at 0℃; for 1.5h;
Stage #2: L-glutamine With potassium hydroxide In tetrahydrofuran; dichloromethane; water at 0℃; for 2h; pH=13;
Stage #3: With sulfuric acid; hydrogen Product distribution / selectivity; more than 3 stages;
65%
Stage #1: N-Cbz-Ala With hexachloroethane; triphenylphosphine In toluene at 0℃; for 3h;
Stage #2: L-glutamine With sodium hydroxide In water; toluene at 15℃; for 1.5h; pH=12;
Stage #3: With hydrogenchloride; hydrogen Product distribution / selectivity; more than 3 stages;
48%
Stage #1: N-Cbz-Ala With hexachloroethane; triphenylphosphine In acetonitrile at 5℃; for 1h;
Stage #2: L-glutamine With sodium hydroxide; potassium carbonate In water; acetonitrile at 5℃; for 2h; pH=10;
Stage #3: With hydrogenchloride; trifluoroacetic acid Product distribution / selectivity; more than 3 stages;
45%

N-(O,O-diethyl) phosphoalanine

56-85-9

L-glutamine

39537-23-0

alanylglutamine

Conditions
ConditionsYield
Stage #1: N-(O,O-diethyl) phosphoalanine With hexachloroethane; triphenylphosphine In dichloromethane at 0℃; for 0.666667h;
Stage #2: L-glutamine With potassium hydroxide In dichloromethane; cyclohexane; water at 20℃; for 0.5h; pH=13;
Stage #3: With nitric acid; trifluoroacetic acid Product distribution / selectivity; more than 3 stages;
60%
Stage #1: N-(O,O-diethyl) phosphoalanine With hexachloroethane; triphenylphosphine In acetonitrile at 15℃; for 2.5h;
Stage #2: L-glutamine With sodium carbonate In water; toluene; acetonitrile at 30℃; for 1h; pH=8.5;
Stage #3: With sulfuric acid; hydrogen bromide Product distribution / selectivity; more than 3 stages;
40%
56-85-9

L-glutamine

5872-22-0

N-pivaloylalanine

39537-23-0

alanylglutamine

Conditions
ConditionsYield
Stage #1: N-pivaloylalanine With hexachloroethane; triphenylphosphine In toluene at 5℃; for 2h;
Stage #2: L-glutamine With sodium hydroxide In water; toluene; Petroleum ether at 10℃; for 1.5h; pH=12;
Stage #3: With hydrogenchloride; sulfuric acid Product distribution / selectivity; more than 3 stages;
52%
Stage #1: N-pivaloylalanine With hexachloroethane; triphenylphosphine In tetrahydrofuran at 0℃; for 1.5h;
Stage #2: L-glutamine With potassium hydroxide; sodium carbonate In tetrahydrofuran; dichloromethane; water at 8℃; for 2h; pH=10;
Stage #3: With hydrogenchloride; methanesulfonic acid Product distribution / selectivity; more than 3 stages;
45%
Stage #1: N-pivaloylalanine With hexachloroethane; triphenylphosphine In 1,2-dichloro-ethane at 10℃; for 0.333333h;
Stage #2: L-glutamine With potassium hydroxide In cyclohexane; water; 1,2-dichloro-ethane at 20℃; for 0.5h; pH=11;
Stage #3: With nitric acid; trifluoroacetic acid Product distribution / selectivity; more than 3 stages;
40%

N-(O,O-diisopropyl) phosphoalanine

56-85-9

L-glutamine

39537-23-0

alanylglutamine

Conditions
ConditionsYield
Stage #1: N-(O,O-diisopropyl) phosphoalanine With hexachloroethane; triphenylphosphine In 1,2-dichloro-ethane at 20℃; for 1.5h;
Stage #2: L-glutamine With potassium hydroxide In water; 1,2-dichloro-ethane at 10℃; for 2h; pH=13;
Stage #3: With nitric acid; trifluoroacetic acid Product distribution / selectivity; more than 3 stages;
52%
Stage #1: N-(O,O-diisopropyl) phosphoalanine With hexachloroethane; triphenylphosphine In dichloromethane at 10℃; for 3h;
Stage #2: L-glutamine With sodium hydroxide; sodium carbonate In dichloromethane; water; ethyl acetate at 10℃; for 1h; pH=9;
Stage #3: With sulfuric acid; hydrogen bromide Product distribution / selectivity; more than 3 stages;
45%

N-(O,O-dimethyl) phosphoalanine

56-85-9

L-glutamine

39537-23-0

alanylglutamine

Conditions
ConditionsYield
Stage #1: N-(O,O-dimethyl) phosphoalanine With hexachloroethane; triphenylphosphine In tetrahydrofuran at 10℃; for 0.333333h;
Stage #2: L-glutamine With sodium hydroxide In tetrahydrofuran; cyclohexane; water at 25℃; for 0.5h; pH=12;
Stage #3: With hydrogen bromide; nitric acid Product distribution / selectivity; more than 3 stages;
50%
Stage #1: N-(O,O-dimethyl) phosphoalanine With hexachloroethane; triphenylphosphine In dichloromethane; toluene at 0℃; for 3h;
Stage #2: L-glutamine With potassium hydroxide; potassium hydrogencarbonate In dichloromethane; water; toluene; Petroleum ether at 0℃; for 1.5h; pH=10;
Stage #3: With hydrogenchloride; methanesulfonic acid Product distribution / selectivity; more than 3 stages;
45%
Stage #1: N-(O,O-dimethyl) phosphoalanine With hexachloroethane; triphenylphosphine In toluene at 5℃; for 1h;
Stage #2: L-glutamine With sodium carbonate In ethanol; water; toluene at 5℃; for 0.166667h; pH=9.5;
Stage #3: With phosphoric acid; trifluoroacetic acid Product distribution / selectivity; more than 3 stages;
40%
90770-50-6

L-Alanyl-<γ-methyl>-L-glutamat

39537-23-0

alanylglutamine

Conditions
ConditionsYield
With ammonium hydroxide
4652-65-7

(S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester

39537-23-0

alanylglutamine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: Et3N / ethyl acetate / Heating
2: aq. HBr / acetic acid
3: DCC / ethyl acetate
4: H2 / Pd-C / methanol; H2O
5: aq. NH3
View Scheme
96789-24-1

α-p-Nitro-benzyl-γ-methyl-L-glutamat

39537-23-0

alanylglutamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: DCC / ethyl acetate
2: H2 / Pd-C / methanol; H2O
3: aq. NH3
View Scheme
N-Carbobenzoxy-<α-p-nitro-benzyl,γ-methyl>-L-glutamat
910908-63-3

N-Carbobenzoxy-<α-p-nitro-benzyl,γ-methyl>-L-glutamat

39537-23-0

alanylglutamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: aq. HBr / acetic acid
2: DCC / ethyl acetate
3: H2 / Pd-C / methanol; H2O
4: aq. NH3
View Scheme
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    Synonyms: L-ALANINE-L-GLUTAMINE;L-ALANYL-L-GLUTAMINE;H-ALA-GLN-OH;glutamine-s;DIPEPTIVEN;ALANYL-GLUTAMINE;ALA-GLN;N(2)-L-ALANYL-L-GLUTAMINE CAS: 39537-23-0 MF: C8H15N3O4 MW: 217.22 EINECS: 475-290-9 Product Categories: Amino Acid Derivatives;C

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Chemistry

  MF: C8H15N3O4
  MW: 217.22
  Alanyl glutamine,its melting point is  215 °C,appearance is White or off white crystalline powder .
  Following is the molecular structure of Alanyl glutamine:
  

Uses

Alanyl glutamine can be used as  Nutrient; food addiitive.

Safety Profile

Safty information about Alanyl glutamine:
Hazard Codes : Xi (Irritant )
Risk Statements: 
 R36/37/38 :Irritating to eyes, respiratory system and skin
Safety Statements : 
 S23:Toxic by inhalation
 S24/25:Toxic in contact with skin and if swallowed
 S36:Wear suitable protective clothing
 S26 :In case of contact with eyes, rinse immediately with plenty of water and seek medical advice