139258-85-8

Upstream product

• 3937-56-2 1,9-Nonanediol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 157730-99-9 9-(tert-butyldimethylsilanyloxy)-1-nonanol 
• 158527-81-2 9-t-butyldimethylsilyloxy-1-t-butyldiphenylsilyloxynonane 

Downstream Products

• 139258-86-9 9-(tert-butyldiphenylsilanyloxy)-nonanal 
• 172294-15-4 1-bromo-9-(tert-butyldiphenylsilyloxy)nonane 
• 537692-51-6 Z-1-iodo-1-(tert-butyldiphenylsilyloxy)-dec-9-ene 
• 445246-37-7 Z-16-(pyridin-3-yl)-1-tosyloxy-hexadec-11-yn-9-ene 
• 445246-33-3 Z-16-(pyridin-3-yl)-1-tert-butyldiphenylsilyloxy-hexadec-11-yn-9-ene 
• 139258-88-1 Benzoic acid 9-(tert-butyl-diphenyl-silanyloxy)-1-methyl-nonyl ester 
• 139258-87-0 10-(tert-Butyl-diphenyl-silanyloxy)-decan-2-ol 
• 139258-90-5 Benzoic acid 1-methyl-9-oxo-nonyl ester 
• 139258-89-2 Benzoic acid 9-hydroxy-1-methyl-nonyl ester 

Relevant academic research and scientific papers

Silyl group deprotection by Pd/C/H2. A facile and selective method

An easy, high yield, RT, short-reaction-time Pd/C hydrogenation of silyl groups is described. This includes TES, TPS, TBS, TBDMS, TIPS, and TBDPS. The relative selectivity of the process has been investigated and we can show, for example, that TES, TPS, TBS, and TBDMS removal can be performed in the presence of TIPS and TBDPS.

Development of Hybrid Phospholipid Mimics as Effective Agonists for Liver Receptor Homologue-1

The orphan nuclear receptor Liver Receptor Homologue-1 (LRH-1) is an emerging drug target for metabolic disorders. The most effective known LRH-1 modulators are phospholipids or synthetic hexahydropentalene compounds. While both classes have micromolar ef

Synthesis of long-chain fatty acid derivatives as a novel anti-Alzheimer's agent

In order to develop new drugs for Alzheimer's disease, we prepared 17 fatty acid derivatives with different chain lengths and different numbers and positions of double bonds by using Wittig reaction and stereospecific hydrogenation of triple bonds as key reactions. Among them, (4Z,15Z)- octadecadienoic acid (10) and (23Z,34Z)-heptatriacontadienoic acid (16) showed the most potent neurite outgrowth activities on Aβ(25-35)-treated rat cortical neurons, which activities were comparable to that of a positive control, NGF. Both fatty acids 10 and 16 possess two (Z)-double bonds at the n-3 and n-14 positions, which might be important for the neurite outgrowth activity.

Molecular design, synthesis, and evaluation of novel potent apoptosis inhibitors inspired from bongkrekic acid

Bongkrekic acid (BKA) is an inhibitor of adenine nucleotide translocase (ANT). Since inhibition of ANT is connected to the inhibition of cytochrome c release from mitochondria, which then results in the suppression of apoptosis, it has been used as a tool for the mechanistic investigation of apoptosis. BKA consists of a long carbon chain with two asymmetric centers, a nonconjugated olefin, two conjugated dienes, three methyl groups, a methoxyl group, and three carboxylic acids. This complicated chemical structure has caused difficulties in synthesis, supply, and biochemical mechanistic investigations. In this study, we designed and synthesized more simple tricarboxylic acids that were inspired by the molecular structure of BKA. Their cytotoxicity and apoptosis-preventing activity in HeLa cells and the effect on the mitochondrial inner membrane potential (Δψm) in HL-60 cells were then evaluated. All tested tricarboxylic acid derivatives including BKA showed little toxicity against HeLa cells. BKA and two of the synthesized derivatives significantly suppressed staurosporine (STS)-induced reductions in cell viability. Furthermore, STS-induced Δψm collapse was significantly restored by pretreatment with BKA and a tricarboxylic acid derivative. Other derivatives, in which one of three carboxylic acids was esterified, exhibited potent toxicity, especially a derivative bearing a carbon chain of the same length as that of BKA. In conclusion, we have developed a new lead compound as an apoptosis inhibitor bearing three carboxylic acids connected with the proper length of a long carbon chain.

Motualevic acids and analogs: Synthesis and antimicrobial structure-activity relationships

Synthesis of the marine natural products motualevic acids A, E, and analogs in which modifications have been made to the ω-brominated lipid (E)-14,14-dibromotetra-deca-2,13-dienoic acid or amino acid unit are reported, together with antimicrobial activities against Staphylococcus aureus, methicillin-resistant S. aureus, Enterococcus faecium, and vancomycin-resistant Enterococcus.

Method of treating dry eye disorders using 13(S)-HODE and its analogs

The topical use of 13(S)-HODE and analogs are disclosed for the treatment of dry eye disorders.

Total synthesis of cytotoxic sponge alkaloids hachijodines F and G

The total synthesis of two cytotoxic sponge alkaloids hachijodines F and G has been achieved. The synthesis of both compounds utilises a common intermediate alkyne. By comparison of spectra the structure of the natural product has been confirmed.

Total synthesis of cytotoxic sponge alkaloids hachijodines F and G

The total synthesis of two cytotoxic sponge alkaloids hachijodines F (1) and G (2) via a common intermediate 3 is described.

A convenient biphasic process for the monosilylation of symmetrical 1,n- primary diols

A simple and mild biphasic process was developed for the selective protection of one of two chemically equivalent primary hydroxyl groups in 1,n-diols using t-butyldiphenyl silyl chloride in diisopropyl ethyl amine and dimethyl formamide. (C) 2000 Elsevier Science Ltd.

Synthesis of the esterified cerebroside in the epidermis of guinea pigs.

(2S,3R,4E,23'Z)-1-O-(beta-D-Glucopyranosyl)-N-(32'-linoleoyloxy -23'-dotriacontenoyl)-4-sphingenine (1), a component of the esterified cerebrosides in the epidermis of guinea pigs, was synthesized by selective N-acylation of (2S,3R,4E)-1-O-(beta-D-glucopy