Betalamic acid

Base Information

• Chemical Name: Betalamic acid
• CAS No.: 18766-66-0
• Molecular Formula: C9H9NO5
• Molecular Weight: 211.174
• ChEMBL ID: CHEMBL2062984
• DSSTox Substance ID: DTXSID001317375
• Metabolomics Workbench ID: 51336
• Wikidata: Q27103157
• Mol file: 18766-66-0.mol

Synonyms:betalamic acid

Chemical Property of Betalamic acid

Chemical Property:

• Vapor Pressure: 8.06E-12mmHg at 25°C
• Boiling Point: 511°Cat760mmHg
• PKA: 1.69±0.40(Predicted)
• Flash Point: 262.8°C
• PSA: 103.70000
• Density: 1.59g/cm³
• LogP: -0.14450
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 211.04807239
• Heavy Atom Count: 15
• Complexity: 369

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NC(=CC1=CC=O)C(=O)O)C(=O)O
• Isomeric SMILES: C\1[C@H](NC(=C/C1=C/C=O)C(=O)O)C(=O)O

Technology Process of Betalamic acid

There total 2 articles about Betalamic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

miraxanthin I → L-methionine sulfoxide (3226-65-1,86631-49-4,779988-65-7) + (2S,4E)-4-(2-oxoethylidene)-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid (18766-66-0)

Guidance literature:

With water; at 20 ℃; pH=3.7; pH-value; Temperature; Kinetics;

DOI:10.1039/c9nj04215f

Reference yield:

levodopa (59-92-7,90638-38-3) → muscaflavin (4-formyl-2,3-dihydro-1H-azepin-2,7-dicarboxylate) (12624-18-9) + (2S,4E)-4-(2-oxoethylidene)-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid (18766-66-0)

Guidance literature:

In water; at 4 ℃; for 96h; enzymatic synthesis (enzyme from red skin of Amanita muscaria L_.), pH 6.5 (Na₂HPO₄ buffer);

DOI:10.1002/hlca.19910740115

Reference yield: 17.0%

toluene-4-sulfonic acid (104-15-4) + (2S,4E)-4-(2-oxoethylidene)-1,2,3,4-tetrahydropyridine-2,6-dicarboxylic acid (18766-66-0) + diphenylamine (122-39-4) → C21H19N2O4(1+)*C7H7O3S(1-)

Guidance literature:

In ethyl acetate; at -20 - 20 ℃; for 48.5h;

DOI:10.1016/j.dyepig.2020.108609

upstream raw materials:

levodopa

Downstream raw materials:

miraxanthin V

miraxanthin III

C₁₄H₁₆N₂O₈

C₁₈H₁₈N₂O₆

Refernces

• 1、 Terradas,Wyler. "2,3- and 4,5-secodopa, the biosynthetic intermediates generated from L-dopa by an enzyme system extracted from the fly agaric, Amanita muscaria L., and their spontaneous conversion to muscaflavin and betalamic acid, respectively, and betalains". . p. 124 - 140. Retrieved 2007/10/02.