| Identification | Back Directory | [Name]
D-ASPARTIC ACID-BETA-METHYL ESTER | [CAS]
21394-81-0 | [Synonyms]
D-Asp(Ome).HCl
D-Asp(OMe)-OH·HCl
H-D-Aspartic acid-
D-ASPARTICACID-β-METHYLESTER
β-Methyl (2R)-aspartate ester
D-Aspartic acid-β-methyl ester
H-D-Aspartic acid-β-methyl ester
H-D-Aspartic acid-β-methyl ester
D-ASPARTIC ACID-BETA-METHYL ESTER
H-D-ASPARTIC ACID-SS-METHYL ESTER
H-D-ASPARTIC ACID-BETA-METHYL ESTER
H-D-Aspartic acid-β-methyl ester, BR
(R)-2-AMino-4-Methoxy-4-oxobutanoic acid
(2R)-2-amino-4-methoxy-4-oxobutanoic acid
(2R)-2-azaniumyl-4-methoxy-4-oxobutanoate
D-ASPARTIC ACID-BETA-METHYL ESTER USP/EP/BP
D-Aspartic acid β-methyl ester hydrochloride
D-Aspartic acid ?-methyl ester hydrochloride99% | [Molecular Formula]
C5H9NO4 | [MDL Number]
MFCD06797583 | [MOL File]
21394-81-0.mol | [Molecular Weight]
147.13 |
| Chemical Properties | Back Directory | [Melting point ]
188-190 °C | [Boiling point ]
301.7±37.0 °C(Predicted) | [density ]
1.299 | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
2.16±0.23(Predicted) | [Appearance]
White to off-white Solid | [Optical Rotation]
23.2°(C=1.00g/100ml MEOH) |
| Hazard Information | Back Directory | [Definition]
ChEBI: Methyl gamma-D-aspartate is a dicarboxylic acid monoester obtained by condensation of the side-chain carboxy group of D-aspartic acid with methanol. It has a role as a bacterial metabolite. It is a D-aspartic acid derivative and a dicarboxylic acid monoester. | [Synthesis]
At 0 °C, 73.7 mL of acetyl chloride (1.4 eq.) was slowly added dropwise to 250 mL of methanol. Maintaining 0 °C, the mixture was added dropwise to a 250 mL methanol suspension containing 100 g (751 mmol) of (R)-2-aminosuccinic acid. The reaction mixture was stirred at 0 °C for 3 h before gradually warming to room temperature and continuing to stir overnight. Five identical reaction vials were set up in parallel for the same operation. The mixtures from all six reaction flasks were combined and concentrated under reduced pressure. The concentrated residue was treated with methyl tert-butyl ether (MTBE) and the resulting precipitate was filtered and dried under reduced pressure to give (R)-2-amino-4-methoxy-4-oxobutanoic acid (600 g, 90% yield) as a white solid. The product was characterized by 1H NMR (400 MHz, deuterium oxide): δ 4.33 (t, J = 5.5 Hz, 1H), 3.81 (s, 1H), 3.72 (s, 3H), 3.10 (d, J = 4.9 Hz, 2H). | [References]
[1] Patent: WO2017/89458, 2017, A1. Location in patent: Page/Page column 72
[2] Gazzetta Chimica Italiana, 1986, vol. 116, # 10, p. 607 - 608
[3] Patent: CN106518701, 2017, A. Location in patent: Paragraph 0021-0022 |
|
|