9067-13-4

Upstream product

• 112-67-4 n-hexadecanoyl chloride 
• 765-09-3 1-bromotridecane 
• 4792-15-8 Pentaethylene glycol 
• 1026440-04-9 Pentadecanoic acid 2-thioxo-2H-pyridin-1-yl ester 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 89025-67-2 N-palmitoxy-2-pyridinethione 

Relevant academic research and scientific papers

Method for synthesizing 3,6,9,12,15-pentaoxaoctacosan-1-ol

The invention discloses a method for synthesizing 3,6,9,12,15-pentaoxaoctacosan-1-ol, and the 3,6,9,12,15-pentaoxaoctacosan-1-ol is obtained by reacting pentaethylene glycol with bromotridecane. According to the method, raw materials are easy to obtain, the reaction is easy to control and operate, the bromotridecane low in activity and the pentaethylene glycol can react with each other efficiently by selecting reaction conditions, few by-products are generated in the reaction, the yield of the obtained product is high, and the generation of dioctadecyl substituted by-products can be reduced. The post-treatment is simple, the purification process of the product is simple and easy to operate, the product is easy to separate, and the obtained product is high in purity.

Combinatorial synthesis of PEG oligomer libraries

A simple chain-extending approach was established for the scale-up of the monoprotected monodisperse PEG diol materials. Reactions of THP-(OCH2CH2)n—OMs (n=4, 8, 12) with a large excess of commercially available H—(OCH2CH2)n—OH (n=1-4) under basic conditions led to THP-(OCH2CH2)n—OH (n=5-15). Similarly, Me-(OCH2CH2)n—OH (n=4-11, 13) were prepared from Me-(OCH2CH2)n—OMs (n=3, 7, 11). For the chain elongation steps, 40-80% yields were achieved through extraction purification. PEG oligomer libraries I and II were generated in 50-95% overall yields by alkylation or acylation of THP-(OCH2CH2)n—OH (n=1-15) followed by deprotection. Alkylation of Me-(OCH2CH2)n—OH (n=1-11, 13) with X—(CH2)m—CO2R (X=Br or OMs) and subsequent hydrolysis led to PEG oligomer library III in 30-60% overall yields. Combinatorial purification techniques were adapted to the larger-scale library synthesis. A total of 498 compounds, each with a weight of 2-5 g and a minimum purity of 90%, were synthesized.

THE INVENTION OF NEW RADICAL CHAIN REACTIONS. PART VIII. RADICAL CHEMISTRY OF THIOHYDROXAMIC ESTERS; A NEW METHOD FOR THE GENERATION OF CARBON RADICALS FROM CARBOXYLIC ACIDS.

The aliphatic and alicyclic esters of N-hydroxy-pyridine-2-thione are readily reduced by tributylstannane in a radical chain reaction to furnish nor-alkanes.In the absence of the stannane a smooth decarboxylative rearrangement occurs to give 2-substituted thiopyridines.The radicals present in this reaction provoke with t-butylthiol an efficient radical reaction with formation of nor-alkane and 2-pyridyl-t-butyl disulphide.Similarly these carbon radicals can be captured by halogen atom transfer to give noralkyl chlorides, bromides and iodides.With oxygen in the presence of t-butylthiol the corresponding noralkyl hydroperoxides are formed in another radical chain reaction.

Ethylene glycol derivatives having anti-protozoan, anti-fungal and anti-tumor activity

New ethylene glycol derivatives, inclusive of salts thereof, which have the formula: STR1 wherein n is an integer of 1 to 15; R1 is an aliphatic hydrocarbon group containing 6 to 26 carbon atoms; R2, R3 and R4 are independently H or lower alkyl, or STR2 represents a cyclic ammonio group, exhibit inhibitory activity to multiplication of tumor cells and antimicrobial activity.

Conversion of Aliphatic and Alicyclic Carboxylic Acids into nor-Hydroperoxides, nor-Alcohols, and nor-Oxo Derivatives using Radical Chemistry

Radicals generated from esters of N-hydroxypyridine-2-thione react smoothly with oxygen in the presence of t-butyl thiol to furnish nor-hydroperoxides, from which the corresponding alcohols and carbonyl derivatives can be readily obtained.