100945-24-2

Usage

InChI:InChI=1/C13H14O7/c1-7(15)18-11-4-10(6-14)5-12(19-8(2)16)13(11)20-9(3)17/h4-5,14H,6H2,1-3H3

Upstream product

• 6635-24-1 3,4,5-triacetoxybenzoic acid 

Downstream Products

• 93862-78-3 <(S)-N-Acetylleucyl>-<(Z)-3,4,5-triacetoxy-α,β-didehydrophenylalanyl>-<(S)-6-brom-1-(tert-butyloxycarbonyl)tryptophan-tert-butylester> 
• 93862-78-3 <(S)-N-Acetylleucyl>-<(E)-3,4,5-triacetoxy-α,β-didehydrophenylalanyl>-<(S)-6-brom-1-(tert-butyloxycarbonyl)tryptophan-tert-butylester> 
• 93862-80-7 <(S)-N-Acetylleucyl>-<(Z)-3,4,5-triacetoxy-α,β-didehydrophenylalanyl>-<(S)-6-brom-N-<2-(3,4-diacetoxyphenyl)-2-(4-nitrophenylseleno)ethyl>tryptophanamid> 
• 74144-16-4 Hexaaxetylcelenamid A 
• 93862-79-4 <(S)-N-Acetylleucyl>-<(Z)-3,4,5-triacetoxy-α,β-didehydrophenylalanyl>-<(S)-6-bromtryptophan> 
• 71932-18-8 3,4,5-tri-O-acetylbenzaldehyde 

Relevant academic research and scientific papers

Synthesis and characterization of water-soluble phenylene-vinylene-based singlet oxygen sensitizers for two-photon excitation

The synthesis and characterization of water-soluble singlet oxygen sensitizers with a phenylene-vinylene motif is presented. The principal motivation for this study was to better understand specific features of a water-soluble molecule that influence the photosensitized production of singlet oxygen upon nonlinear, two-photon excitation of that molecule. To achieve water solubility, sensitizers were synthesized with ionic as well as nonionic substituents. In the ionic approach, salts of N-methylated pyridine, benzothiazole, and 1-methyl-piperazine moieties were used, as were aryl-substituted sulfonic acid moieties. In the nonionic approach, aryl-substituted triethylene glycol moieties were used. Selected photophysical properties of the compounds synthesized were determined, including singlet oxygen quantum yields. Of the molecules examined, the most efficient singlet oxygen sensitizers had triethylene glycol units as the functional group that imparted water solubility. Molecules containing the ionic moieties did not make singlet oxygen in appreciable yield nor did they efficiently fluoresce. Rather, for these latter molecules, rapid charge-transfer-mediated nonradiative processes appear to dominate excited state deactivation.

Syntheses of Peptide Alkaloids, 11. - Amino Acids and Peptides, 51. - Dehydroamino Acids, 19. - Total Synthesis of Hexaacetylcelenamide A

The total synthesis of the linear peptide alkaloid hexaacetylcelenamide A (7) is described.Key steps are two condensation reactions with α-dialkylphosphoryl amino acid derivatives 10 to obtain the dehydroamino acid and dehydro peptide derivatives 14 and 17, respectively.