55182-74-6

Usage

Uses

Used in Organic Synthesis:
3-Tetradecyn-1-ol is utilized as a key intermediate in the synthesis of organic compounds, leveraging its unique structural features to facilitate the creation of a wide array of chemical products.
Used in Pheromone Production for Insect Communication:
In the field of entomology, 3-Tetradecyn-1-ol is employed as a component in the formulation of pheromones, which are essential for insect communication, particularly in the attraction of mates and coordination of group behaviors.
Used in Pharmaceutical Development:
3-Tetradecyn-1-ol is explored for its potential antibacterial and antifungal properties, making it a candidate for the development of new pharmaceutical agents to combat microbial infections.
Used in Agricultural Products:
3-Tetradecyn-1-ol's biological activities also extend to the agricultural sector, where it may be harnessed in the development of biopesticides or fungicides to protect crops and enhance agricultural yields.
Each application underscores the versatility and potential of 3-Tetradecyn-1-ol across different industries, from chemical manufacturing to life sciences.

InChI:InChI=1/C14H26O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h15H,2-10,13-14H2,1H3

Upstream product

• 75-21-8 oxirane 
• 765-03-7 1-dodecyne 
• 112-29-8 1-bromo dodecane 
• 927-74-2 3-Butyn-1-ol 

Downstream Products

• 18202-12-5 14-hydroxy-1-tetradecyne 
• 68900-86-7 trans-3-tetradecen-1-ol 
• 144368-09-2 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-(2'Z)-enyl)-β-L-idofuranose 
• 144368-10-5 (S)-1-[(2S,5R)-5-((3aS,5S,6R,6aS)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-tetrahydro-furan-2-yl]-undecan-1-ol 
• 144368-11-6 Benzoic acid (S)-1-[(2S,5R)-5-((3aS,5S,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-tetrahydro-furan-2-yl]-undecyl ester 
• 144368-08-1 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-2'-ynyl)-α-D-glucofuranose 
• 144489-81-6 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-6-C-(tridec-2'-ynyl)-β-L-idofuranose 
• 144489-84-9 2',5-anhydro-6-deoxy-1,2-O-isopropylidene-6-C-[3'S-benzoyloxy-2'S-hydroxy-tridecyl]-β-L-idofuranose 
• 144368-12-7 2',5-anhydro-6-deoxy-1,2-O-isopropylidene-6-C-[3'R-benzoyloxy-2'R-hydroxy-tridecyl]-β-L-idofuranose 
• 82909-47-5 13-Tetradecyn-1-oic acid 
• 139100-94-0 2-palmitoyl-3-(4-methoxybenzyl)-sn-glycerol 
• 139100-85-9 1,2-di-13-tetradecyn-1-oyl-3-(4-methoxybenzyl)-sn-glycerol 
• 139100-88-2 1,2-(13,15-octacosadiyne-1,28-dioyl)-3-(4-methoxybenzyl)-sn-glycerol 
• 1363408-14-3 C₂₄H₃₂O₃ 

Relevant academic research and scientific papers

Natural trienoic acids as anticancer agents: First stereoselective synthesis, cell cycle analysis, induction of apoptosis, cell signaling and mitochondrial targeting studies

The first Z-stereoselective method was developed for the synthesis of unsaturated acids containing a 1Z,5Z,9Z-triene moiety in 61–64% yields using the new Ti-catalyzed cross-coupling of oxygen-containing and aliphatic 1,2-dienes as the key synthetic step. It was shown for the first time that trienoic acids with non-methylene-interrupted Z-double bonds show moderate cytotoxic activities against tumor cell lines (Jurkat, K562, U937, HL60, HeLa), human embryonic kidney cells (Hek293), normal fibroblasts and human topoisomerase I (hTop1) inhibitory activity in vitro. The synthesized acids efficiently initiate apoptosis of Jurkat tumor cells, with the cell death mechanism being activated by the mitochondrial pathway. A probable mechanism of topoisomerase I inhibition was also hypothesized on the basis of in silico studies resorting to docking. The activation and inhibition of the most versatile intracellular signaling pathways (CREB, JNK, NFkB, p38, ERK1/2, Akt, p70S6K, STAT3 and STAT5 tyrosine kinases) responsible for cell proliferation and for initiation of apoptosis were studied by multiplex assay technology (Luminex xMAP).

Method for synthesizing cis-3-tetradecanoacetate and trans-3-tetradecanoacetate

The invention discloses a method for synthesizing cis-3-tetradecanoacetate and trans-3-tetradecanoacetate. The method comprises the following steps: (1) preparing 3-tetradecyne alcohol-1; (2) preparing cis-3-tetradecenol-1; (3) preparing trans-3-tetradecenol-1; and (4) preparing the cis-3-tetradecanoacetate and trans-3-tetradecanoacetate. The method is used for synthesizing cis-3-tetradecanoacetate and trans-3-tetradecanoacetate which are main components of gyplure of holcocerus insularis Staudinger; the raw materials for reaction are easily obtained; the cost is low; technical processes are short; reaction conditions are mild; the operation is simple, convenient and free from risk; the product is easily separated; the yield is high; and massive production can be carried out.

Approach to the synthesis of annonaceous acetogenins from D-glucose

The preparation from D-glucose of threo-trans-threo and threo-cis-threo synthons 12 and 13 for the monochiral synthesis of mono (or eventually bis) tetrahydrofuran acetogenins is described. Their structure have been proven by degradation and comparison wi

Syntheses of Monounsaturated Sex Pheromones of Lepidoptera via 3-Alkyn-1-ols

3-Alkyn-1-ols as intermediate synthons in the preparation of some Lepidoteran sex pheromones were utilized.Characteristic fragmentations reflecting the position of the triple bond were found in the mass spectra of 3-alkyn-1-ols and alkyn-1-yl acetates in contrast to 1-tert-butoxy-alkynes.A partial isomerization of 1-tosyloxy-3-(Z)-octene to 1-bromo-3-(E)-octene within the reaction with NaBr in DMF was noticed by GC and 13C-n.m.r., for which a mechanism involving homoconjugation in an intermediate non-classical carbonium ion was suggested.