935872-12-1

Basic information

• Product Name: (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
• Synonyms: (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
• CAS NO: 935872-12-1
• Molecular Weight: 729.083
• Mol File: 935872-12-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (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(CAS DataBase Reference)
• NIST Chemistry Reference: (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(935872-12-1)
• EPA Substance Registry System: (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(935872-12-1)

Safety Data

• Hazardous Substances Data: 935872-12-1(Hazardous Substances Data)

Upstream product

• 714973-96-3 (2S,4R,8S,Z)-9-(tert-butyldiphenylsilyloxy)-2,4,6,8-tetramethylnon-3-en-1-ol 
• 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 
• 935872-04-1 (S,2Z,4E)-allyl 2-bromo-7-(tert-butyldimethylsilyloxy)-7-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}hepta-2,4-dienoate 
• 935872-05-2 (S,2Z,4E)-allyl 2-bromo-7-hydroxy-7-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}hepta-2,4-dienoate 
• 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 
• 57287-24-8 (1R,2R)-1,2-(dihydroxymethyl)cyclopentane 
• 90270-02-3 (2R,4S)-1-hydroxy-2,4-dimethylpentyl acetate 
• 824-94-2 p-methoxybenzyl chloride 
• 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 
• 714974-12-6 (2S,4S,6R,8S)-1-(tert-butyldiphenylsilyloxy)-2,4,6,8-tetramethyl-9-(tetrahydropyran-2'-yloxy)nonane 
• 714974-08-0 (2S,6R,8S)-9-(tert-butyldiphenylsilyloxy)-1-(4'-methoxybenzyloxy)-2,6,8-trimethylnon-3-yne 
• 714973-99-6 (3S,4S,6S,8R,10S)-3-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6,8,10-tetramethyl-11-(tetrahydro-2H-2-pyranyloxy)undecanoic acid 

Downstream Products

• 935872-55-2 C₄₂H₆₆O₆SiNCOCF₃ 
• 7184-60-3 borrelidin 
• 714974-06-8 (2S,4E,6Z,8S,9S,11R,13S,15S,16S)-16-(tert-butyldimethylsilyloxy)-8-hydroxy-2-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-diene-7-carbonitrile 
• 714974-07-9 (2S,4E,6Z,8R,9S,11R,13S,15S,16S)-16-(tert-butyldimethylsilyloxy)-8-hydroxy-2-{(1R,2R)-2-[(4-methoxybenzyloxy)methyl]cyclopentyl}-9,11,13,15-tetramethyl-18-oxooxacyclooctadeca-4,6-diene-7-carbonitrile 
• 714974-20-6 (1'R,2S,2'R,8R,9S,11R,13S,15S,16S)-9,16-bis(tert-butyldimethylsilyloxy)-2-[2'-(4''-methoxybenzyloxymethyl)cyclopentyl]-9,11,13,15-tetramethyl-18-oxo-oxaoctadeca-4E,6Z-diene-7-carbonitrile 
• 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 

Relevant articles and documents

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.