251998-87-5

Basic information

• Product Name: (1''R,2'R,5'R,2R,6RS)-2,6-dihydroxy-6-(5'-(1''-(methoxymethoxy)tridecyl)tetrahydrofuran-2'-yl)hexyl 2,4,6-triisopropylbenzenesulfonate
• Synonyms: (1''R,2'R,5'R,2R,6RS)-2,6-dihydroxy-6-(5'-(1''-(methoxymethoxy)tridecyl)tetrahydrofuran-2'-yl)hexyl 2,4,6-triisopropylbenzenesulfonate
• CAS NO: 251998-87-5
• Molecular Weight: 713.073
• Mol File: 251998-87-5.mol

Chemical Properties

• CAS DataBase Reference: (1''R,2'R,5'R,2R,6RS)-2,6-dihydroxy-6-(5'-(1''-(methoxymethoxy)tridecyl)tetrahydrofuran-2'-yl)hexyl 2,4,6-triisopropylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (1''R,2'R,5'R,2R,6RS)-2,6-dihydroxy-6-(5'-(1''-(methoxymethoxy)tridecyl)tetrahydrofuran-2'-yl)hexyl 2,4,6-triisopropylbenzenesulfonate(251998-87-5)
• EPA Substance Registry System: (1''R,2'R,5'R,2R,6RS)-2,6-dihydroxy-6-(5'-(1''-(methoxymethoxy)tridecyl)tetrahydrofuran-2'-yl)hexyl 2,4,6-triisopropylbenzenesulfonate(251998-87-5)

Safety Data

• Hazardous Substances Data: 251998-87-5(Hazardous Substances Data)

Upstream product

• 6553-96-4 2,4,6-triisopropylphenylsulfonyl chloride 
• 251998-85-3 (1''R,2'R,5'R,2R,6RS)-6-(5'-(1''-(methoxymethoxy)tridecyl)tetrahydrofuran-2'-yl)hexane-1,2,6-triol 
• 251998-55-7 (1''R,2'R,5'R,2R,6RS)-1,2-O-isopropylidene-6-(5'-(1''-(methoxymethoxy)tridecyl)tetrahydrofuran-2'-yl)hexane-1,2,6-triol 
• 133008-08-9 (4R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol 
• 251998-53-5 (R)-5-bromo-1,2-O-isopropylidenepentane-1,2-diol 

Relevant articles and documents

Convergent synthesis of (+)-muconin

An efficient total synthesis of the tetrahydropyran-bearing acetogenin muconin 1 is described. Palladium(0)-mediated crossed diyne coupling and the use of only D-glutamic acid as the origin of all absolute stereochemistry highlight this flexible approach that sets the stage for access to structural analogs for further study.

Total synthesis of a nonclassical bioactive acetogenin, (+)-muconin

A convergent total synthesis of the tetrahydropyran-bearing acetogenin (+)-muconin 1 is described. All five chiral building blocks 7, 9, 17, 21, and 29 were prepared from D-glutamic acid, respectively. Four out of them were used to furnish the alkyne 16 and the iodoalkyne 33, respectively, and palladium(0)-mediated cross-coupling of alkynes 16 and 33, followed by hydrogenation, afforded 36. Simultaneous deprotection of the MOM and TBS groups in 36 with BF3·Et2O in the presence of Me2S provided (+)-muconin 1. (C) 2000 Elsevier Science Ltd.