714974-08-0

Upstream product

• 714974-22-8 C₁₃H₃₀SiO₂SiC₁₆H₁₈ 
• 157837-65-5 (2R,4S)-5-{[tert-butyl(diphenyl)silyl]oxy}-2,4-dimethylpentanal 
• 157837-64-4 (2R,4S)-5-{[tert-butyl(diphenyl)silyl]oxy}-2,4-dimethylpentan-1-ol 
• 147782-80-7 (2S,4R)-5-(tert-butyl(dimethyl)silyloxy)-2,4-dimethyl-1-pentanol 
• 90270-02-3 (2R,4S)-1-hydroxy-2,4-dimethylpentyl acetate 
• 714974-23-9 Carbonic acid (S)-1-[(1R,3S)-4-(tert-butyl-diphenyl-silanyloxy)-1,3-dimethyl-butyl]-5-(4-methoxy-benzyloxy)-4-methyl-pent-2-ynyl ester methyl ester 
• 335060-49-6 (2S,4R)-5-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2,4-dimethylpentyl acetate 

Downstream Products

• 935872-45-0 (3S,4S,6S,8R,10S)-((S,3E,5Z)-6-bromo-6-cyano-1-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}hexa-3,5-dienyl) 3-(tert-butyldimethylsilyloxy)-4,6,8,10-tetramethyl-11-(tetrahydro-2H-pyran-2-yloxy)undecanoate 
• 935872-49-4 (3S,4S,6S,8R,10S)-((S,3E,5Z)-6-bromo-6-cyano-1-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}hexa-3,5-dienyl) 3-(tert-butyldimethylsilyloxy)-11-hydroxy-4,6,8,10-tetramethylundecanoate 
• 935872-55-2 C₄₂H₆₆O₆SiNCOCF₃ 
• 935872-03-0 (3S,4S,6S,8R,10S)-((S,3E,5Z)-7-allyloxy-6-bromo-1-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-7-oxohepta-3,5-dienyl) 3-(tert-butyldimethylsilyloxy)-4,6,8,10-tetramethyl-11-oxoundecanoate 
• 935872-06-3 (3S,4S,6S,8R,10S)-((S,3E,5Z)-7-(allyloxy)-6-bromo-1-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-7-oxohepta-3,5-dienyl) 3-(tert-butyldimethylsilyloxy)-4,6,8,10-tetramethyl-11-(tetrahydro-2H-pyran-2-yloxy)undecanoate 
• 935872-07-4 (3S,4S,6S,8R,10S)-((S,3E,5Z)-7-(allyloxy)-6-bromo-1-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-7-oxohepta-3,5-dienyl) 3-(tert-butyldimethylsilyloxy)-11-hydroxy-4,6,8,10-tetramethylundecanoate 
• 935872-09-6 (2S,4E,6E,8S,9S,11R,13S,15S,16S)-allyl 16-(tert-butyldimethylsilyloxy)-8-hydroxy-2-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-diene-7-carboxylate 
• 935872-10-9 (2S,4E,6E,8S,9S,11R,13S,15S,16S)-allyl 8,16-bis(tert-butyldimethylsilyloxy)-2-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-diene-7-carboxylate 
• 935872-12-1 (2S,4E,6E,8S,9S,11R,13S,15S,16S)-16-(tert-butyldimethylsilyloxy)-2-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-diene-7-carboxylic acid 
• 935872-13-2 (2S,4E,6E,8S,9S,11R,13S,15S,16S)-16-(tert-butyldimethylsilyloxy)-2-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-diene-7-carboxamide 
• 7184-60-3 borrelidin 
• 714973-97-4 (-)-(2S,4R,6S,8S)-9-(tert-butyl-diphenyl-silyloxy)-2,4,6,8-tetramethyl-nonan-1-ol 
• 714974-12-6 (2S,4S,6R,8S)-1-(tert-butyldiphenylsilyloxy)-2,4,6,8-tetramethyl-9-(tetrahydropyran-2'-yloxy)nonane 
• 714974-10-4 (3'S,4R,4'S,6'S,8'R,10'S)-4-benzyl-3-[3'-hydroxy-4',6',8',10'-tetramethyl-11'-(tetrahydropyran-2''-yloxy)undecanoyl]-2-oxazolidinone 

Relevant academic research and scientific papers

Total synthesis of borrelidin

(Chemical Equation Presented) The total synthesis of borrelidin has been achieved. The best feature of our synthetic route is macrocyclization at C11-C12 for the construction of an 18-membered ring after esterification between two segments. A detailed examination of the macrocyclization led us to the samarium(II) iodide-mediated intramolecular Reformatsky-type reaction as the most efficient synthetic approach. The two key segments were synthesized through regioselective methylation, directed hydrogenation, stereoselective Reformatsky-type reaction, and MgBr2·Et2O-mediated chelation-controlled allylation.

Total synthesis of (-)-borrelidin

Matrix presented. The total synthesis of borrelidin has been achieved. The best feature of our synthetic route is Sml2-mediated intramolecular Reformatsky-type reaction for macrocyclization after esterification between two segments. The two key segments were synthesized through chelation-controlled carbotitanation, chelation-controlled hydrogenation, stereoselective Reformatsky reaction, and MgBr2·Et2O-mediated chelation-controlled allylation.