105198-76-3

Upstream product

• 310409-17-7 methyl 3-(tert-butyldiphenylsilyloxy)propanoic acid 
• 112897-03-7 3-(tert-butyldiphenylsilyloxy)-1-propanal 
• 225114-80-7 5-(tert-butyl-diphenyl-silanyloxy)-1-trimethylsilanyl-pent-1-yn-3-ol 
• 105198-75-2 3-(tert-butyldiphenylsilyloxy)propanoyl chloride 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 127047-71-6 3-(tert-butyldiphenylsilyloxy)propan-1-ol 

Downstream Products

• 225114-87-4 (S)-5-((tert-butyldiphenylsilyl)oxy)-1-(trimethylsilyl)pent-1-yn-3-ol 
• 1357013-33-2 (R)-3-(3-(cyclopentyloxy)-4-methoxyphenyl)-5-phenylpent-4-ynoic acid 
• 105198-77-4 2-{(S)-1-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-trimethylsilanyl-prop-2-ynyloxy}-tetrahydro-pyran 
• 105198-78-5 tert-Butyl-diphenyl-[(S)-3-(tetrahydro-pyran-2-yloxy)-pent-4-ynyloxy]-silane 
• 54397-83-0 12-hydroxyeicosatetraenoic acid 
• 225115-44-6 C₂₆H₃₈O₃Si₂ 
• 225114-91-0 5-(tert-butyl-diphenyl-silanyloxy)-pent-1-yn-3-ol 
• 225114-83-0 5-tert-butyldiphenylsilyloxypent-1-yn-3-one 

Relevant academic research and scientific papers

A General Strategy for the Synthesis of Monohydroxyeicosatetraenoic Acids: Total Synthesis of 5(S)-Hydroxy-6(E),8,11,14(Z)-eicosatetraenoic Acid (5-HETE) and 12(S)-Hydroxy-5,8,14(Z),10(E)-eicosatetraenoic Acid (12-HETE)

Stereocontrolled total syntheses of 5(S)-hydroxy-6(E),8,11,14(Z)-eicosatetraenoic acid (5-HETE) and 12(S)-hydroxy-5,8,14(Z),10(E)-eicosatetraenoic acid (12-HETE) via palladium(0)-copper(I) coupling technology are described.

Synthesis of a TNF inhibitor, flurbiprofen and an: I -Pr analogue in enantioenriched forms by copper-catalyzed propargylic substitution with Grignard reagents

The copper-catalyzed substitution reaction of diethyl phosphate derived from TMSCCCH(OH)CH2CH2OTBDPS with 3-c-C5H9-4-MeOC6H3MgBr, followed by several transformations, afforded a tumor necrosis factor inhibitor possessing a Ph-acetylene moiety. The inhibitor was also synthesized from phenylacetylene phosphate PhCCCH(OP(O)(OEt)2)CH2CH2OTBDPS. Furthermore, the substitution of phosphates derived from TMSCCCH(OH)CH3 and TMSCCCH(OH)-i-Pr with 3-F-4-PhC6H3MgBr gave the corresponding substitution products, which were transformed to flurbiprofen and its i-Pr analogue, respectively. The copper-catalyzed substitutions in these syntheses proceeded in a regio- and stereoselective manner. This journal is

A key intermediate towards oxylipins. A formal synthesis of (12S)-HETE and (12S)-LTB4

A key intermediate in the synthesis of various oxylipins, the optically active (3S,5Z)-3-methoxymethoxyundec-5-en-1-yne, has been obtained in 11 steps starting from propane-1,3-diol, with an overall yield of 14%.