18181-08-3 Usage
Uses
Used in Pharmaceutical Industry:
α-Methyl-3,4-dihyperoxy-L-phenylalanine methyl ester is used as an intermediate in the synthesis of L-α-Methyl DOPA Methyl Ester Hydrochloride, which is a Methyldopa angiotensin II analog. Methyldopa is a centrally acting antihypertensive drug that works by converting to α-methylnorepinephrine, which stimulates central α2-adrenergic receptors, leading to a decrease in blood pressure.
Additionally, due to its structural similarity to L-DOPA, α-Methyl-3,4-dihydroxy-L-phenylalanine methyl ester may have potential applications in the treatment of Parkinson's disease, as L-DOPA is a precursor to dopamine and is used to replenish dopamine levels in the brain.
However, it is important to note that α-Methyl-3,4-dihydroxy-L-phenylalanine methyl ester is an impurity in the synthesis of L-α-Methyl DOPA Methyl Ester Hydrochloride, and further research and development are needed to explore its potential applications and optimize its synthesis process.
Check Digit Verification of cas no
The CAS Registry Mumber 18181-08-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,1,8 and 1 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 18181-08:
(7*1)+(6*8)+(5*1)+(4*8)+(3*1)+(2*0)+(1*8)=103
103 % 10 = 3
So 18181-08-3 is a valid CAS Registry Number.
InChI:InChI=1/C11H15NO4/c1-11(12,10(15)16-2)6-7-3-4-8(13)9(14)5-7/h3-5,13-14H,6,12H2,1-2H3/t11-/m0/s1
18181-08-3Relevant academic research and scientific papers
Preparation process of L-methyldopa methyl ester
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Paragraph 0032; 0034; 0035; 0036, (2018/07/15)
The invention relates to a preparation process of L-methyldopa methyl ester and belongs to the field of organic chemical synthesis. The preparation process of the L-methyldopa methyl ester comprises the following steps of 1, sequentially adding L-methyldo
Mechanistic Insights into Enantioselective C-H Photooxygenation of Aldehydes via Enamine Catalysis
Walaszek, Dominika J.,Rybicka-Jasińska, Katarzyna,Smoleń, Sabina,Karczewski, Maksymilian,Gryko, Dorota
, p. 2061 - 2070 (2015/06/23)
Organocatalytic photooxygenation of aldehydes at the α-position proceeds via enamine catalysis, though enamines should be easily oxidized by singlet oxygen respectively to amides and carbonyl compounds. Moreover, the formation of a zwitterionic enamine peroxide intermediate was postulated based on experimental and theoretical data. The reaction affords desired diols (after in situ reduction) in a decent yield and (S)- or (R)-enantioselectivity depending on a catalyst used. The (S)-enantiomer predominated in imidazolidinone-catalyzed reactions, while prolineamides assured the formation of the (R)-stereoisomer. DFT calculation suggests that the enamine-oxygen complex with the lowest energy has the E,s-cis conformation for the prolineamide derivative and E,s-trans for the imidazolidinone catalyst, explaining the opposite stereoselectivity in the photooxygenation reaction.
