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domoic acid

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Origin: China

Cas No: 14277-97-5

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 50 mt/month

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  • Products Specification
  • Product Description

  • Property

    CAS No.: 14277-97-5 Formula: C15H21NO6 Molecular Weight: 311.33000

    Description

    Domoic acid (DA) is a kainic acid analog neurotoxin that causes amnesic shellfish poisoning (ASP). It is produced by algae and accumulates in shellfish, sardines, and anchovies. When sea lions, otters, cetaceans, humans etc., then eat contaminated animals poisoning may result. Exposure to the biotoxin affects the brain, causing seizures, and possibly death.

    Basic Info

    Chemical Name domoic acid
    Synonyms

    Domoic acid,(2S,3S,4R,5'R)-2-Carboxy-4-(5'-carboxy-1'-methyl-1Z,3E-hexadienyl)-3-pyrrolidineaceticacid;
    Domoic Acid;

    CAS No. 14277-97-5
    Molecular Formula C15H21NO6
    Molecular Weight 311.33000
    PSA 123.93000
    LogP 1.30190

    Properties

    Appearance & Physical State White to off-white solid.
    Density 1.273 g/cm3
    Boiling Point 607.2ºC at 760 mmHg
    Melting Point 228ºC
    Flash Point 321ºC
    Refractive Index 1.544
    Storage Condition -20ºC
    Vapor Pressure 2.62E-16mmHg at 25°C

    Safety Info

    Risk Statements R20/21/22
    Hazard Codes Xn

    Synthesis Route

    tert-butyl (2S,3S,4S)-4-((S)-1-(1,3-dioxolan-2-yl)ethyl)-3-(2-hydroxyethyl)-2-(hydroxymethyl)pyrrolidine-1-carboxylate→domoic acid
    (2S,3S,4S)-1-tert-butyl 2-methyl 3-(2-methoxy-2-oxoethyl)-4-((R)-1-oxopropan-2-yl)pyrrolidine-1,2-dicarboxylate→domoic acid
    (2S,3S,4S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(1-[1,3]dioxolan-2-yl-ethyl)-3-(2-hydroxy-ethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester→domoic acid

    Precursor

    (2S,3S,4S)-1-tert-butyl 2-methyl 3-(2-methoxy-2-oxoethyl)-4-((R)-1-oxopropan-2-yl)pyrrolidine-1,2-dicarboxylate
    1-(tert-butyl) 2-methyl (2S,3S,4R)-3-(2-methoxy-2-oxoethyl)-4-(4-methoxybut-3-en-2-yl)pyrrolidine-1,2-dicarboxylate
    tert-butyl (2S,3S,4S)-4-((S)-1-(1,3-dioxolan-2-yl)ethyl)-3-(2-hydroxyethyl)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
    1-(tert-butyl) 2-methyl (2S,3S,4S)-4-((S)-1-(1,3-dioxolan-2-yl)ethyl)-3-(2-methoxy-2-oxoethyl)pyrrolidine-1,2-dicarboxylate

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