135503-16-1

Basic information

• Product Name: (2S,3S,4R,5S,6R)-2-Ethyl-4-(p-methoxybenzyloxy)-3,5-dimethyl-6-<(1R)-1-methyl-2-propenyl>-tetrahydro-2H-pyran-2-ol
• CAS NO: 135503-16-1
• Molecular Weight: 348.483
• Mol File: 135503-16-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3S,4R,5S,6R)-2-Ethyl-4-(p-methoxybenzyloxy)-3,5-dimethyl-6-<(1R)-1-methyl-2-propenyl>-tetrahydro-2H-pyran-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4R,5S,6R)-2-Ethyl-4-(p-methoxybenzyloxy)-3,5-dimethyl-6-<(1R)-1-methyl-2-propenyl>-tetrahydro-2H-pyran-2-ol(135503-16-1)
• EPA Substance Registry System: (2S,3S,4R,5S,6R)-2-Ethyl-4-(p-methoxybenzyloxy)-3,5-dimethyl-6-<(1R)-1-methyl-2-propenyl>-tetrahydro-2H-pyran-2-ol(135503-16-1)

Safety Data

• Hazardous Substances Data: 135503-16-1(Hazardous Substances Data)

Upstream product

• 99745-86-5 (S,S)-diisopropyl tartrate (E)-crotylboronate 
• 132565-96-9 (2S,3R,4S)-3-(p-Methoxybenzyloxy)-2,4-dimethyl-5-oxoheptanal 

Downstream Products

• 132566-02-0 (2R,4S,6E)-2-<(1R,3S,4S,5R,6R,7R,8S)-1-Ethyl-7-(p-methoxybenzyloxy)-4,6,8-trimethyl-2,9-dioxabicyclo<3.3.1>non-3-yl>-2,4,6-trimethyl-6-nonen-3-one 
• 132566-02-0 (2R,4R,6E)-2-<(1R,3S,4S,5R,6R,7R,8S)-1-Ethyl-7-(p-methoxybenzyloxy)-4,6,8-trimethyl-2,9-dioxabicyclo<3.3.1>non-3-yl>-2,4,6-trimethyl-6-nonen-3-one 
• 87697-98-1 (-)-Denticulatin A and B 
• 132619-61-5 (2R,3S,4R,6S,8E)-2-<(2S,3S,4R,5S,6S)-6-Ethyl-6-hydroxy-4-(p-methoxybenzyloxy)-3,5-dimethyl-tetrahydro-2H-pyran-2-yl>-3-hydroxy-4,6,8-trimethyl-8-undecen-5-one 
• 132566-01-9 (2R,3S,4R,6R,8E)-2-<(2S,3S,4R,5S,6S)-6-Ethyl-6-hydroxy-4-(p-methoxybenzyloxy)-3,5-dimethyl-tetrahydro-2H-pyran-2-yl>-3-hydroxy-4,6,8-trimethyl-8-undecen-5-one 
• 132566-03-1 (2S,4S,6R,8E)-2-<(2S,3S,4R,5S,6S)-6-Ethyl-6-hydroxy-4-(p-methoxybenzyloxy)-3,5-dimethyl-tetrahydro-2H-pyran-2-yl>-4,6,8-trimethyl-8-undecen-3,5-dione 

Relevant articles and documents

Stereoselective Synthesis of Alcohols, XXXVIII. - Stereoselective Total Synthesis of the Denticulatins

The total synthesis of the denticulatins 1 is described.Key feature is the efficient generation of the C-1-to-C-9 building block 37 by three consecutive stereoselective carbon-carbon bond-forming steps using chiral allylboronates.The C10-to-C-17 building block was obtained by kinetic Sharpless resolution of an allylic alcohol followed by an Ireland-Claisen rearrangement. Key Words: Marine natural products / Hemiketal formation, selective / Denticulatins