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Basic Information
| CAS No.: | 39537-23-0 |
|---|---|
| Name: | L-Alanyl-L-Glutamine |
| Article Data: | 12 |
| Molecular Structure: | |
|
|
|
| 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: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 23-24/25-36-26 |
| PSA: | 135.51000 |
| LogP: | -0.04000 |
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Synthetic route
- 39537-23-0
alanylglutamine
Conditions
| Conditions | Yield |
|---|---|
| With ammonium hydroxide at 20 - 60℃; for 8h; Autoclave; | 99.8% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| With ammonium hydroxide |
- 4652-65-7
(S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester
- 39537-23-0
alanylglutamine
Conditions
| Conditions | Yield |
|---|---|
| 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 |
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α-p-Nitro-benzyl-γ-methyl-L-glutamat
- 39537-23-0
alanylglutamine
Conditions
| Conditions | Yield |
|---|---|
| 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
| Conditions | Yield |
|---|---|
| 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 |
Raw Materials
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L-Alanyl-L-Glutamine
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:
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
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