201355-10-4

Basic information

• Product Name: (2E)-(4R,10S,12S)-4-p-methoxybenzyloxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6,8-dione
• Synonyms: (2E)-(4R,10S,12S)-4-p-methoxybenzyloxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6,8-dione
• CAS NO: 201355-10-4
• Molecular Weight: 602.927
• Mol File: 201355-10-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2E)-(4R,10S,12S)-4-p-methoxybenzyloxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6,8-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-(4R,10S,12S)-4-p-methoxybenzyloxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6,8-dione(201355-10-4)
• EPA Substance Registry System: (2E)-(4R,10S,12S)-4-p-methoxybenzyloxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6,8-dione(201355-10-4)

Safety Data

• Hazardous Substances Data: 201355-10-4(Hazardous Substances Data)

Upstream product

• 862474-95-1 (3R,5S)-3-methoxy-5-(triisopropylsilyloxy)-7-ethyl-oct-7-en-1-ol 
• 201355-13-7 (3R,5S)-1-(tert-butyldimethylsilyloxy)-3-methoxy-5-(triisopropylsilyloxy)-7-ethyl-oct-7-ene 
• 201355-11-5 (3S,5S)-3-methoxy-5-(triisopropylsilyloxy)-7-ethyl-oct-7-enal 
• 201355-12-6 (3R,5R)-1-(tert-butyldimethylsilyloxy)-3-methoxy-7-ethyl-oct-7-en-5-ol 
• 201355-05-7 (3R)-3-methoxy-5-(tert-butyldimethylsilyloxy)-pentanal 
• 862475-32-9 (3S)-1-(tert-butyldimethylsilyloxy)-3-methoxy-hex-5-ene 
• 156479-01-5 2-(trimethylsilylmethyl)-1-butene 
• 127793-65-1 (3S)-1-[(tert-butyldimethylsilyl)oxy]hex-5-en-3-ol 
• 185616-68-6 (E)-(4R)-4-p-methoxybenzyloxy-hept-5-en-2-one 
• 89254-01-3 (4R,5E)-(-)-hepta-1,5-dien-4-ol 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 24581-03-1 (5E)-hepta-1,5-dien-4-ol 
• 862474-98-4 (5E)-(4R)-4-p-methoxybenzyloxy-hepta-1,5-diene 
• 201355-14-8 C₂₇H₄₁BO₃ 

Downstream Products

• 201355-15-9 (2E)-(4R,8S,10R,12S)-4-p-methoxybenzyloxy-8-hydroxy-10-methoxy-12-(triisopropylsilyloxy)-14-ethyl-pentadeca-2,14-dien-6-one 

Relevant articles and documents

The stereocontrolled total synthesis of altohyrtin A/spongistatin 1: The CD-spiroacetal segment

Stereocontrolled syntheses of the C16-C28 CD-spiroacetal subunit of altohyrtin A/spongistatin 1 (1), relying on kinetic and thermodynamic control of the spiroacetal formation, are described. The kinetic control approach resulted in a slight preference (60: 40) for the desired spiroacetal isomer. The thermodynamic approach allowed ready access to the desired spiroacetal 2 by acid-promoted equilibration, Chromatographic separation of the C23 epimers and resubjection of the undesired isomer to the equilibration conditions. This scalable synthetic sequence provided multi-gram quantities of 2, thus enabling the successful completion of the total synthesis of altohyrtin A/spongistatin 1, as reported in Part 4 of this series. The Royal Society of Chemistry 2005.