220772-64-5

Basic information

• Product Name: (2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(1-benzyloxymethyl)-6-decyltetrahydropyran
• Synonyms: (2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(1-benzyloxymethyl)-6-decyltetrahydropyran
• CAS NO: 220772-64-5
• Molecular Weight: 664.926
• Mol File: 220772-64-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(1-benzyloxymethyl)-6-decyltetrahydropyran(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(1-benzyloxymethyl)-6-decyltetrahydropyran(220772-64-5)
• EPA Substance Registry System: (2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-2-(1-benzyloxymethyl)-6-decyltetrahydropyran(220772-64-5)

Safety Data

• Hazardous Substances Data: 220772-64-5(Hazardous Substances Data)

Upstream product

• 82598-84-3 2,3,4,6-tetra-O-benzyl-D-galactonolactone 
• 17049-50-2 n-decyl magnesium bromide 

Downstream Products

• 454474-68-1 (2R,3R,4R,5R,6S,9S,10S,13R,14S)-3,4-bis(tert-butyldimethylsilyloxy)-2,5:10,14-dioxido-6,9,13-tris(methoxymethoxy)-1-trityloxytetracosane 
• 454474-67-0 (2R,3R,4R,5R,6S,10S,13R,14S)-3,4-bis(tert-butyldimethylsilyloxy)-2,5:10,14-dioxido-6,13-bis(methoxymethoxy)-1-trityloxytetracosan-9-one 
• 454475-02-6 (S)-4-[(2R,3R,4R,5R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-5-trityloxymethyl-tetrahydro-furan-2-yl]-1-((2S,5R,6S)-6-decyl-5-methoxymethoxy-tetrahydro-pyran-2-yl)-4-methoxymethoxy-butan-1-ol 
• 220772-76-9 (2R,3R,4R,5R,6S,9RS,10S,13R,14S)-3,4-bis(tert-butyldimethylsilyloxy)-2,5:10,14-dioxido-6,13-bis(methoxymethoxy)-1-trityloxytetracos-7-yn-9-ol 
• 220772-77-0 (2R,3R,4R,5R,6S,9S,10S,13R,14S)-3,4-bis(tert-butyldimethylsilyloxy)-2,5:10,14-dioxido-6,13-bis(methoxymethoxy)-1-trityloxytetracosan-9-ol 
• 220772-80-5 (2R,3R,4R,5R,6S,9S,10S,13R,14S)-2,5:10,14-dioxido-3,4-bis(methanesulfonyloxy)-6,9,13-tris(methoxymethoxy)-1-trityloxytetracosane 
• 220772-79-2 (2R,3S,4S,5S,6S,9S,10S,13R,14S)-2,5:10,14-dioxido-6,9,13-tris(methoxymethoxy)-1-trityloxytetracosane-3,4-diol 
• 454474-70-5 (2S,5S,6S,9S,10S,13R,14S)-2,5:10,14-dioxido-6,9,13-tris(methoxymethoxy)-1-trityloxytetracosane 
• 220772-81-6 (2S,5S,6S,9S,10S,13R,14S)-2,5:10,14-dioxido-6,9,13-tris(methoxymethoxy)-1-trityloxytetracos-3-ene 
• 220772-65-6 (2R,3R,4S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-3,4,5-trihydroxy-6-decyltetrahydropyran 
• 292069-02-4 (2S,3R,6S)-3-acetyl-6-[(tert-butyldiphenylsilyl)oxymethyl]-2-decyltetrahydropyran 
• 454474-89-6 tert-Butyl-((2S,5R,6S)-6-decyl-5-methoxymethoxy-tetrahydro-pyran-2-ylmethoxy)-diphenyl-silane 
• 220772-66-7 (2S,5R,6S)-2-(1-tert-butyldiphenylsilyl)oxymethyl-5-acetoxy-6-decyl-3,4-dihydropyran 
• 454474-88-5 (2S,3R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2-decyl-tetrahydro-pyran-3-ol 

Relevant articles and documents

Total synthesis of an antitumor agent, mucocin, based on the "chiron approach"

The total synthesis of a powerful antitumor acetogenin, mucocin (1), was achieved through a palladium-catalyzed cross-coupling reaction of the THP-THF fragment 2 and a terminal butenolide 3. The key process for construction of the fragment 2 was chelation-controlled addition of ethynylmagnesium chloride to disilyl aldehyde 23a and condensation of the alkyllithium prepared therefrom with THP aldehyde 4 in the presence of CeCl3. Synthesis of the lactone 3 relied on a novel approach by taking advantage of a radical cyclization of acyclic selenocarbonate 6. The three building blocks 4, 5a, and 6 were prepared stereoselectivly from D-galactose (7), 2,5-anhydro-D-mannitol (8), and L-rhamnose (9), respectively. A new and efficient method for desymmetrization of the C2-symmetrical compound 8 is also described.