dimethyl D-aspartate
(2R)-aspartic acid
Conditions | Yield |
---|---|
With sodium hydroxide for 3h; | 82.5% |
Conditions | Yield |
---|---|
With hydrogenchloride | |
With hydrogenchloride at 85℃; for 19h; | |
With hydrogenchloride; water In methanol at 110℃; for 24h; Inert atmosphere; Sealed tube; | |
With L-asparaginase from Thermococcus gammatolerans EJ3 In aq. buffer at 85℃; pH=8.5; Kinetics; pH-value; Solvent; Temperature; Enzymatic reaction; |
Conditions | Yield |
---|---|
durch Spaltung; | |
With L-glutamic acid | |
mit Hilfe eines Enzym-Praeparats aus Crotalus adamanteus; | |
man bringt die Pilze, mit denen sich eine Loesung von l-Asparaginsaeure beim Stehen an der Luft bedeckt, auf eine Loesung von dl-Asparaginsaeure; |
bromosuccinic acid
(2R)-aspartic acid
Conditions | Yield |
---|---|
With ammonia; water at -50 - -40℃; dann bei 3-5grad, endlich bei Zimmertemperatur; |
2-aminosuccinic acid diethyl ester
(2R)-aspartic acid
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
enzymatische Herstellung; |
N-chloroacetyl-DL-aspartic acid
(2R)-aspartic acid
Conditions | Yield |
---|---|
enzymatische Herstellung; | |
Hydrolysis.mit Hilfe eines Enzym-Praeparats aus Nieren und Kochen der unveraendert zurueckbleibenden N-Chloracetyl-D-asparaginsaeure mit 2n-HCl; |
1-amino-ethane-1,1,2,2-tetracarboxylic acid tetraethyl ester
(2R)-aspartic acid
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
In water at 140℃; Rate constant; pH 8.0; | |
at 37℃; Kinetics; racemization in dentin; age determination; | |
In water at 160℃; for 30h; pH=6; |
(R)-aspartic acid ethyl ester
(2R)-aspartic acid
Conditions | Yield |
---|---|
With hydrogenchloride for 5h; Heating; |
Conditions | Yield |
---|---|
With L-alanin In water for 24h; Product distribution; Ambient temperature; other optically active amino acids; | |
With teicoplanin In methanol; water Product distribution; Further Variations:; Reagents; pH-values; Solvents; | |
With (2R,3R,11R,12R)-(+)-18-crown-6-2,3,11,12-tetracarbonic acid |
Conditions | Yield |
---|---|
With hydrogenchloride; potassium tert-butylate; bromine; triethylamine; nickel dichloride 1.) iPrOH, 5 deg C, 2.) CH3CN, -50 deg C, 3.) 25 deg C, H2O, reflux, 1 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With hydrogenchloride; trifluoroacetic acid for 15h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
A
D-Serine
B
L-threonine
C
(R)-leucine
D
L-isoleucine
E
(2R)-aspartic acid
F
L-Aspartic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 120℃; for 20h; Product distribution; |
Conditions | Yield |
---|---|
at -50 - -40℃; levorotatory bromo-succinic acid; |
(2R)-aspartic acid
Conditions | Yield |
---|---|
With brucine aus den zurueckbleibenden Mutterlaugen entfernt man das Bruzin;die Benzoylasparaginsaeuren werden schliesslich d.Erhitz. m.Salzsaeure auf 100grad u.Neutralis. der erhalt.salzs.Salze m.Kalilauge in freien Asparaginsaeuren verwandelt; |
aspartic Acid
benzeneacetic acid methyl ester
B
(2R)-aspartic acid
C
L-Aspartic acid
D
N-phenylacetyl aspartic acid
Conditions | Yield |
---|---|
With sodium hydroxide; E. coli penicillin-G acylase F24A mutant at 25℃; pH=9.6; Title compound not separated from byproducts; |
(2R)-aspartic acid
Conditions | Yield |
---|---|
With ozone In water; trifluoroacetic acid |
A
(2R)-aspartic acid
B
(S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water refluxing.; neutralized (Na2CO3), extn. of BBP (CHCl3), evapn. of aq. layer to dryness, addn. of aq. HCl, refluxed for 5 h, amino acid isolated on a KRS-12 cation exchanger;; |
Conditions | Yield |
---|---|
With recombinant Streptomyces coelicolor Sco3058 dipeptidase; water at 30℃; pH=8; Kinetics; Concentration; aq. buffer; Enzymatic reaction; |
Conditions | Yield |
---|---|
With hydrogenchloride; water at 120℃; for 14h; |
Oxalacetic acid
D-Alanine
A
(2R)-aspartic acid
B
2-oxo-propionic acid
Conditions | Yield |
---|---|
With pyridoxal 5'-phosphate; recombinant Lactobacillus salivarius UCC118 D-amino acid aminotransferase In aq. phosphate buffer at 30℃; for 0.0166667h; pH=7.5; Enzymatic reaction; |
A
(S)-2,3-diaminopropionic acid
B
L-isoserine
C
(2R)-aspartic acid
Conditions | Yield |
---|---|
Stage #1: haloirciniamide A With hydrogenchloride In water at 110℃; for 15h; Stage #2: With sodium hydrogencarbonate; N-(2,4-dinitro-5-fluorophenyl)-L-alaninamide In water; acetone at 40℃; for 1h; |
Conditions | Yield |
---|---|
With pyridoxal 5'-phosphate; Pseudomonas dacunhae L-aspartateb β-decarboxylase R37A/T382G In aq. buffer at 30℃; pH=6; Reagent/catalyst; Enzymatic reaction; |
methanol
(2R)-aspartic acid
D-2-amino-3-methoxycarbonylpropionic acid hydrochloride
Conditions | Yield |
---|---|
With thionyl chloride at -30 - 10℃; | 100% |
With thionyl chloride at -5 - 35℃; | 87% |
With thionyl chloride at -5 - 5℃; for 12.5h; | 77.6% |
Stage #1: methanol With thionyl chloride at -20℃; for 0.75h; Inert atmosphere; Stage #2: (2R)-aspartic acid at 20℃; for 3.08333h; Inert atmosphere; | 60% |
With thionyl chloride at -10 - 21℃; for 3h; | 56% |
methanol
(2R)-aspartic acid
dimethyl (R)-2-aminobutanedioate hydrochloride
Conditions | Yield |
---|---|
With acetyl chloride | 100% |
With thionyl chloride at 0 - 20℃; for 16.1667h; Inert atmosphere; | 99% |
With acetyl chloride Reflux; | 73% |
chloro-trimethyl-silane
(2R)-aspartic acid
dimethyl (R)-2-aminobutanedioate hydrochloride
Conditions | Yield |
---|---|
In methanol at 20℃; Cooling; | 99.9% |
In methanol at 20℃; for 16h; Cooling with ice; enantioselective reaction; | 99.9% |
(2R)-aspartic acid
2-aminosuccinic acid diethyl ester
Conditions | Yield |
---|---|
Stage #1: acetyl chloride In ethanol at 0 - 20℃; for 0.5h; Stage #2: (2R)-aspartic acid In ethanol for 2h; Heating / reflux; | 99% |
ethanol
(2R)-aspartic acid
(R)-aspartic acid diethyl ester hydrochloride
Conditions | Yield |
---|---|
Stage #1: ethanol With acetyl chloride at 0 - 20℃; for 0.5h; Stage #2: (2R)-aspartic acid for 2h; Heating / reflux; | 99% |
methanol
(2R)-aspartic acid
dimethyl D-aspartate
Conditions | Yield |
---|---|
With thionyl chloride at 25℃; for 48h; | 98% |
With thionyl chloride at 20℃; for 48h; | 98% |
With thionyl chloride | 95% |
Conditions | Yield |
---|---|
Stage #1: (2R)-aspartic acid With hydrogenchloride; potassium bromide; sodium nitrite In water at 0 - 5℃; for 4h; Stage #2: With urea for 0.166667h; | 95% |
With hydrogenchloride; urea 1.) 70 deg C, 5 h; 2.) room temp., 18 h; |
(2R)-aspartic acid
methyl chloroformate
(R)-N-(methoxycarbonyl) aspartic acid
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide In water at 20℃; for 1h; | 95% |
(2R)-aspartic acid
toluene-4-sulfonic acid
benzyl alcohol
(R)-dibenzyl 2-aminosuccinate p-toluenesulfonic acid salt
Conditions | Yield |
---|---|
In benzene for 7h; Reflux; | 94% |
(2R)-aspartic acid
benzyl chloroformate
N-(benzyloxycarbonyl)-D-aspartic acid
Conditions | Yield |
---|---|
With potassium carbonate In water at 0 - 20℃; for 3.16667h; | 93.28% |
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; | 85% |
With sodium hydrogencarbonate for 18h; Ambient temperature; | 79% |
(2R)-aspartic acid
N-(benzyloxycarbonyl)-D-aspartic acid
Conditions | Yield |
---|---|
In dichloromethane; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide | 92.5% |
Conditions | Yield |
---|---|
With acetyl chloride at 0 - 25℃; | 90% |
With hydrogenchloride for 36h; Ambient temperature; | |
Stage #1: (2R)-aspartic acid With sulfuric acid at 20℃; for 2h; Stage #2: methanol at 20℃; |
(2R)-aspartic acid
(R)-2-bromosuccinic acid
Conditions | Yield |
---|---|
With sulfuric acid; potassium bromide; sodium nitrite In water at -5 - 0℃; | 90% |
With sulfuric acid; potassium bromide; sodium nitrite In water at -5 - 0℃; for 4h; | 90% |
With sulfuric acid; potassium bromide; sodium nitrite at -5℃; for 3h; | 85% |
Conditions | Yield |
---|---|
With acetyl chloride at 20℃; for 18h; | 89% |
(2R)-aspartic acid
(2S)-2-bromobutanedioic acid
Conditions | Yield |
---|---|
With sulfuric acid; potassium bromide; sodium nitrite In water at -2℃; for 2.5h; Inert atmosphere; | 88% |
With sulfuric acid; potassium bromide; sodium nitrite In water at -10 - 20℃; for 5h; | 84.5% |
(2R)-aspartic acid
n-hexadecanoyl chloride
N-palmitoyl-D-aspartic acid
Conditions | Yield |
---|---|
Stage #1: (2R)-aspartic acid With pyridine; chloro-trimethyl-silane In dichloromethane for 1h; Stage #2: n-hexadecanoyl chloride In dichloromethane for 1.83333h; | 85% |
Conditions | Yield |
---|---|
With formic acid at 100℃; for 0.5h; Sealed tube; | 84% |
(2R)-aspartic acid
Conditions | Yield |
---|---|
In ethanol at 50℃; for 1h; | 83% |
Conditions | Yield |
---|---|
Stage #1: undecyl alcohol; (2R)-aspartic acid With toluene-4-sulfonic acid In toluene Stage #2: With hydrogenchloride In water; acetone | 80.14% |
Conditions | Yield |
---|---|
Stage #1: (2R)-aspartic acid; 1-dodecyl alcohol With toluene-4-sulfonic acid In toluene Stage #2: With hydrogenchloride In water; acetone | 80.14% |
Conditions | Yield |
---|---|
Stage #1: octanol; (2R)-aspartic acid With toluene-4-sulfonic acid In toluene Stage #2: With hydrogenchloride In water; acetone | 80.14% |
Conditions | Yield |
---|---|
Stage #1: (2R)-aspartic acid; nonyl alcohol With toluene-4-sulfonic acid In toluene Stage #2: With hydrogenchloride In water; acetone | 80.14% |
Conditions | Yield |
---|---|
Stage #1: (2R)-aspartic acid; 1-Decanol With toluene-4-sulfonic acid In toluene Stage #2: With hydrogenchloride In water; acetone | 80.14% |
(2R)-aspartic acid
Conditions | Yield |
---|---|
In water; acetic acid at 20℃; for 18h; Solvent; | 75% |
methanol
(2R)-aspartic acid
p-toluenesulfonyl chloride
(2R)-N-(p-toluenesulfonyl)-aspartic acid dimethyl ester
Conditions | Yield |
---|---|
Stage #1: methanol; (2R)-aspartic acid With thionyl chloride at 0 - 25℃; for 15h; Inert atmosphere; Stage #2: p-toluenesulfonyl chloride With triethylamine at 0 - 25℃; for 2h; Inert atmosphere; | 75% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate | 74% |
With methanol; sodium cyanoborohydride at 20℃; enantioselective reaction; | 32% |
Conditions | Yield |
---|---|
In water to a stirred suspn. of Ag2O in water was added solid aminoacid, stirred for 2 h; filtered, vapor diffusion with ethanol; | 69.4% |
methanol
N-(Benzyloxycarbonyloxy)succinimide
(2R)-aspartic acid
(+)-N-Cbz-β-methyl-D-aspartate
Conditions | Yield |
---|---|
Stage #1: methanol; (2R)-aspartic acid With thionyl chloride at 0 - 20℃; for 3h; Stage #2: N-(Benzyloxycarbonyloxy)succinimide With potassium phosphate In water; toluene at 0 - 20℃; for 14h; Stage #3: With hydrogenchloride In Isopropyl acetate; water pH=1; | 69% |
Conditions | Yield |
---|---|
With hydrogenchloride In water Heating / reflux; | 66% |
Molecular Structure:
Molecular Formula: C4H7NO4
Molecular Weight: 133.1027
IUPAC Name: (2R)-2-Aminobutanedioic acid
Synonyms of D-Aspartic acid (CAS NO.1783-96-6): Aspartic acid D-form ; (-)-Aspartic acid ; (R)-Aspartic acid ; 4-04-00-02998 (Beilstein Handbook Reference) ; Aspartic acid, D- ; BRN 1723529 ; D-Aspartate ; EINECS 217-234-6 ; NSC 97922
CAS NO: 1783-96-6
Product Categories: Amino ACIDS SERIES ; chiral ; Amino Acid Derivatives ; Aspartic acid [Asp, D] ; Amino Acids and Derivatives ; for Resolution of Bases ; alpha-Amino Acids;Amino Acids ; Biochemistry ; Optical Resolution ; Synthetic Organic Chemistry ; Amino Acids ; Glutamate receptor ; amino acid ; aspartic acid ; chemicals ; organic acids ; pharmaceutical intermediate
Melting point: >300 °C
Index of Refraction: 1.531
Molar Refractivity: 27.2 cm3
Molar Volume: 87.8 cm3
Surface Tension: 78.2 dyne/cm
Density: 1.514 g/cm3
Flash Point: 113.5 °C
Enthalpy of Vaporization: 55.26 kJ/mol
Boiling Point: 264.1 °C at 760 mmHg
Vapour Pressure: 0.00289 mmHg at 25°C
D-Aspartic acid (CAS NO.1783-96-6) is used as the synthesis of drugs.
1. RTECS#: CAS# 1783-96-6: CI9097500
2. L.D50/LC50: RTECS: Not available.
3. Carcinogenicity: D-(-)ASPARTIC ACID - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
4. Other: The toxicological properties have not been fully investigated.
Hazard Codes of D-Aspartic acid (CAS NO.1783-96-6): Xn
Risk Statements: 20/21/22-36/37/38
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
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: CI9097500
(1)Fire Fighting Measures of D-aspartic acid (CAS NO.1783-96-6)
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.
(2)Handling and Storage of D-aspartic acid
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.
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