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D-DOPA

D-DOPA Structure
CAS No.
5796-17-8
Chemical Name:
D-DOPA
Synonyms
3,4-DIHYDROXY-D-PHENYLALANINE;D-DOPA;Dextrodopa;D-DOPA USP/EP/BP;3-Hydroxytyrosine;D-3-HYDROXYTYROSINE;3-HYDROXY-D-TYROSINE;H-D-TYR(3-HYDROXY)-OH;D-Tyrosine,3-hydroxy-;3-hydroxy-tyrosine -D-
CBNumber:
CB0470294
Molecular Formula:
C9H11NO4
Molecular Weight:
197.19
MOL File:
5796-17-8.mol
Modify Date:
2023/6/8 9:02:11

D-DOPA Properties

Melting point 276-278 °C(lit.)
alpha D11 +13.0° (c = 5.27 in 1N HCl)
Boiling point 448.4±45.0 °C(Predicted)
Density 1.468±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility 0.5 M HCl: soluble
pka 2.24±0.20(Predicted)
form powder
color white to tan
Merck 13,3454
BRN 2417637
Stability Hygroscopic
CAS DataBase Reference 5796-17-8(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H335-H319
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
WGK Germany  3
10-23
HS Code  2922500090
NFPA 704
0
2 0

D-DOPA price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) D9378 3,4-Dihydroxy-D-phenylalanine powder, ≥95% 5796-17-8 250MG ₹23760.88 2022-06-14 Buy
Sigma-Aldrich(India) D9378 3,4-Dihydroxy-D-phenylalanine powder, ≥95% 5796-17-8 1G ₹71964.6 2022-06-14 Buy
Product number Packaging Price Buy
D9378 250MG ₹23760.88 Buy
D9378 1G ₹71964.6 Buy

D-DOPA Chemical Properties,Uses,Production

Chemical Properties

Tan Solid

Uses

D-DOPA (Levodopa EP Impurity D) is a DOPA enantiomer that lacks biological activity.

Definition

ChEBI: The D-enantiomer of dopa.

Purification Methods

Likely impurities are vanillin, hippuric acid, 3-methoxytyrosine and 3-aminotyrosine. DOPA recrystallises from large volumes of H2O forming colourless white needles; its solubility in H2O is 0.165%, but it is insoluble in EtOH, *C6H6, CHCl3, and EtOAc. Also crystallise it by dissolving it in dilute HCl and adding dilute ammonia to give pH 5, under N2. Alternatively, crystallise it from dilute aqueous EtOH. It is rapidly oxidised in air when moist, and darkens, particularly in alkaline solution. Dry it in vacuo at 70o in the dark, and store it in a dark container preferably under N2. It has at 220.5nm (log 3.79) and 280nm (log 3.42) in 0.001N max HCl. [Yamada et al. Chem Pharm Bull Jpn 10 693 1962, Bretschneider et al. Helv Chim Acta 56 2857 1973, NMR: Jardetzky & Jardetzky J Biol Chem 233 383 1958, Beilstein 4 IV 2492, 2493.]

D-DOPA Preparation Products And Raw materials

Raw materials

Preparation Products

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D-3-(3,4-Dihydroxyphenyl)alanine D-Tyrosine,3-hydroxy- H-D-TYR(3-HYDROXY)-OH H-D-PHE(3,4-DI-HYDROXY)-OH D-3-HYDROXYTYROSINE D-BETA-(3,4-DIHYDROXYPHENYL)ALANINE D-3,4-DIHYDROXYPHENYLALANINE D-DOPA 3-(3,4-DIHYDROXYPHENYL)-D-ALANINE 3-HYDROXY-D-TYROSINE Levodopa IMpurity D (3,4-Dihydroxy-D-Phenylalanine) 3-hydroxy-tyrosine -D- beta-(3,4-Dihydroxy)-D-phenylalanine 3,4-Dihydroxy-D-phenylanline 3-Hydroxy-D-tyrosine, D-3,4-Dihydroxyphenylalanine Alanine, 3-(3,4-dihydroxyphenyl)-, D- (8CI) b-(3,4-Dihydroxy)-D-phenylalanine D-Tyrosine, 3-hydroxy- (9CI) 3,4-Dihydroxy-D-phenylaline 3-(3,4-Dihydroxyphenyl)-D-alanine, D-3-Hydroxytyrosine, D-DOPA (R)-2-Amino-3-(3,4-dihydroxyphenyl)propionic acid Dextrodopa (R)-2-AMino-3-(3,4-dihydroxyphenyl)propanoic acid Levodopa EP IMpurity D (2R)-2-Amino-3-(3,4-dihydroxyphenyl)propanoic acid Levodopa Impurity 4 (Levodopa EP Impurity D) Levodopa EP Impurity D (3,4-Dihydroxy-D-Phenylalanine) D-DOPA USP/EP/BP Levodopa EP Impurity D (D-Dopa) 3,4-DIHYDROXY-D-PHENYLALANINE 3-Hydroxytyrosine Levodopa EP Impurity D (R)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid 5796-17-8 HO2C6H3CH2CHNH2COOH Unnatural Amino Acid Derivatives Specialty Synthesis Phenylalanine Derivatives Peptide Synthesis Amino Acids 13C, 2H, 15N Amino Acids & Derivatives Chiral Reagents Neurochemicals