71932-18-8

Usage

Uses

Used in Pharmaceutical Industry:
3,4,5-TRIACETOXYBENZALDEHYDE is used as an intermediate in the synthesis of various pharmaceuticals for its ability to react with other compounds to form new medicinal agents.
Used in Dye and Pigment Industry:
3,4,5-TRIACETOXYBENZALDEHYDE is used in the preparation of dyes and pigments due to its chemical properties that contribute to the color and stability of these products.
Used in Fragrance and Flavoring Industry:
3,4,5-TRIACETOXYBENZALDEHYDE is used in the production of fragrances and flavorings, capitalizing on its versatile chemical structure to create a variety of scents and tastes.
Used in Organic Synthesis:
3,4,5-TRIACETOXYBENZALDEHYDE is used as a versatile reagent in organic synthesis for its ability to participate in numerous chemical reactions, leading to the formation of a wide range of organic compounds.

InChI:InChI=1/C13H12O7/c1-7(15)18-11-4-10(6-14)5-12(19-8(2)16)13(11)20-9(3)17/h4-6H,1-3H3

Upstream product

• 70475-59-1 3,4,5-triacetoxybenzoyl chloride 
• 100945-24-2 acetic acid 2,3-diacetoxy-5-hydroxymethyl-phenyl ester 
• 56-23-5 tetrachloromethane 
• 13677-79-7 gallaldehyde 
• 108-24-7 acetic anhydride 
• 6635-24-1 3,4,5-triacetoxybenzoic acid 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 1916-07-0 3,4,5-trimethoxybenzoic acid methyl ester 
• 3840-31-1 (3,4,5-trimethoxyphenyl)methanol 

Downstream Products

• 13677-79-7 gallaldehyde 
• 881854-91-7 4-benzyloxy-3,5-diacetoxybenzaldehyde 
• 881854-92-8 4-O-benzyl-3,5-O-diacetyl-3,5-di(demethyl)sinapic acid ethyl ester 
• 93862-79-4 <(S)-N-Acetylleucyl>-<(Z)-3,4,5-triacetoxy-α,β-didehydrophenylalanyl>-<(S)-6-bromtryptophan> 
• 74144-16-4 Hexaaxetylcelenamid A 
• 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> 
• 210890-95-2 8-hydroxy-2-[2-[(3,4,5-trihydroxyphenyl)ethenyl]]7-quinoline Carboxylic Acid 
• 1204743-55-4 ethyl 3,4,5-triacetoxycinnamate 
• 709007-51-2 ethyl trans-3-(3,4,5-trihydroxyphenyl)-2-propenoate 
• 93862-78-3 <(S)-N-Acetylleucyl>-<(E)-3,4,5-triacetoxy-α,β-didehydrophenylalanyl>-<(S)-6-brom-1-(tert-butyloxycarbonyl)tryptophan-tert-butylester> 
• 93862-78-3 <(S)-N-Acetylleucyl>-<(Z)-3,4,5-triacetoxy-α,β-didehydrophenylalanyl>-<(S)-6-brom-1-(tert-butyloxycarbonyl)tryptophan-tert-butylester> 
• 89525-35-9 (E)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-3-(3,4,5-triacetoxy-phenyl)-acrylic acid methyl ester 
• 89525-36-0 (Z)-2-((S)-2-Acetylamino-4-methyl-pentanoylamino)-3-(3,4,5-triacetoxy-phenyl)-acrylic acid methyl ester 

Relevant academic research and scientific papers

Straightforward total synthesis of 2-O-feruloyl-L-malate, 2-O-sinapoyl-L-malate and 2-O-5-hydroxyferuloyl-L-malate

A synthetic method for the preparation of 2-O-feruloylL-malic acid, 2-O-sinapoyl-L-malic acid and 2-O-5-hydroxyferuloyl-L-malic acid from malic acid and ferulic, sinapic, and hydroxyferulic acids, respectively, using Steglich esterification is described.

Design, synthesis, and SAR analysis of cytotoxic sinapyl alcohol derivatives

Five series totalling 51 of sinapyl alcohol derivatives were designed and synthesized. Their cytotoxicity analyses were performed on six human tumor cell lines such as PC-3, CNE, KB, A549, BEL-7404, and HeLa. Certain sinapyl alcohol derivatives showed significant cytotoxic activities. Compound 14d exhibited especially potent cytotoxicity against the BEL-7404 cell line with an IC 50 value of 0.7 μM, which showed more cytotoxic activity than the positive control, cisplatin. The structure-cytotoxicity relationships were discussed and the CoMFA analysis was performed using the cytotoxic data against HeLa cells as a template.

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.