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zaragozic acid A

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Origin: China

Cas No: 142561-96-4

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 50 mt/month

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  • Products Specification
  • Product Description

  • Property

    CAS No.: 142561-96-4 Formula: C39H54O13 Molecular Weight: 730.83800

    Description

    Zaragozic acids are a family of natural products produced by fungi. The first characterized zaragozic acids, A, B, and C were isolated from an unidentified sterile fungal culture, Sporormiella intermedia, and L. elatius, respectively. just outside the European city Zaragoza, Spain on the Jalón river. This family of natural products possesses a unique 4,8-dioxabicyclo[3.2.1]octane core, and vary in their 1-alkyl and their 6-acyl side chains.

    Basic Info

    Chemical Name zaragozic acid A
    Synonyms

    Zaragozic acid A trisodium salt;
    (1S,3S,4S,5R,6R,7R)-1-[(4S,5R)-4-acetyloxy-5-methyl-3-methylidene-6-phenylhexyl]-6-[(E,4S,6S)-4,6-dimethyloct-2-enoyl]oxy-4,7-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid;

    CAS No. 142561-96-4
    Molecular Formula C39H54O13
    Molecular Weight 730.83800
    PSA 217.35000
    LogP 4.87800

    Properties

    Density 1.35 g/cm3
    Boiling Point 850.1ºC
    Flash Point 260.9ºC
    Refractive Index 1.585
    Vapor Pressure 0mmHg at 25°C

    Synthesis Route

    tri-tert-butyl [1S,1(3S,4S,5R),3S,4S,5R,6R,7R]-7-(tert-butoxycarbonyl)oxy-4,6-dihydroxy-1-[4-hydroxy-5-methyl-3-[(2-nitrophenylseleno)methyl]-6-phenylhexyl]-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate→zaragozic acid A
    <5(2E,4S,6S),7S>-2,7-Anhydro-8,9,10,12,13-pentadeoxy-11-O-<(4-methoxyphenyl)methyl>-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-5-(4,6-dimethyl-2-octenoate)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmet...→zaragozic acid A
    tri-tert-butyl [1S,1(4S,5R),3S,4S,5R,6R,7R]-6-acetoxy-1-(4-acetoxy-5-methyl-3-methylene-6-phenylhexyl)-7-(tert-butoxycarbonyl)oxy-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate→zaragozic acid A

    Precursor

    <5(2E,4S,6S),7S>-2,7-Anhydro-8,9,10,12,13-pentadeoxy-11-O-<(4-methoxyphenyl)methyl>-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-5-(4,6-dimethyl-2-octenoate)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmet...
    tri-tert-butyl [1S,1-(4S,5R),3S,4S,5R,6R,7R]-1-(4-acetoxy-5-methyl-6-phenyl-2-hexenyl)-6-benzyloxy-7-(tert-butoxycarbonyl)oxy-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate
    tri-tert-butyl [1S,1(3S,4S,5R),3S,4S,5R,6R,7R]-7-(tert-butoxycarbonyl)oxy-4,6-dihydroxy-1-[4-hydroxy-5-methyl-3-[(2-nitrophenylseleno)methyl]-6-phenylhexyl]-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate
    tri-tert-butyl [1S,1(3S,4S,5R),3S,4S,5R,6R,7R]-6-acetoxy-1-[4-acetoxy-5-methyl-3-[(2-nitrophenylseleno)methyl]-6-phenylhexyl]-7-(tert-butoxycarbonyl)oxy-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate

    Downstream Product

    (1S,3R,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-3-aminomethyl-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-2,8-dioxa-bicyclo[3.2.1]octane-4,5-dicarboxylic acid di-tert-butyl ester
    [1S-(1α(4S,5R),3α,4β,5α,6α,7β)]-1-(4-hydroxy-5-methyl-3-methylene-6-phenylhexyl)-4,6,7-trihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylic acid 3,4,5-tris(1,1-dimethylethyl) ester
    (1S,3R,4S,5R,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-4,7-dihydroxy-3-(2-methylamino-thiazol-4-yl)-2,8-dioxa-bicyclo[3.2.1]octane-4,5-dicarboxylic acid
    (1S,3S,4S,5R,6R,7R)-6-((E)-(4S,6S)-4,6-Dimethyl-oct-2-enoyloxy)-4-hydroxy-1-((4S,5R)-4-hydroxy-5-methyl-3-oxo-6-phenyl-hexyl)-7-(1-methoxy-1-methyl-ethoxy)-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

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