138648-11-0

Basic information

• Product Name: cis-5-hydroxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one
• Synonyms: cis-5-hydroxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one
• CAS NO: 138648-11-0
• Molecular Weight: 350.395
• Mol File: 138648-11-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: cis-5-hydroxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: cis-5-hydroxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one(138648-11-0)
• EPA Substance Registry System: cis-5-hydroxy-6-phenylsulphanyl-6b,9a-dihydrofuro<3,2-b>naphtho<2,1-d>furan-8(9H)-one(138648-11-0)

Safety Data

• Hazardous Substances Data: 138648-11-0(Hazardous Substances Data)

Upstream product

• 61550-02-5 (furan-2-yloxy)-trimethylsilane 
• 57341-12-5 2-phenylsulfanyl-[1,4]naphthoquinone 

Downstream Products

• 138648-13-2 (4R*,5R*)-5-(1,4-dioxo-3-phenylsulfanyl-1,4-dihydro-2-naphthyl)-4-hydroxytetrahydrofuran-2-one 
• 138648-17-6 5-(4-hydroxy-1-oxo-3-phenylsulfinyl-1,2-dihydro-2-naphthylidene)-4-trimethylsiloxytetrahydrofuran-2-one 
• 138648-15-4 (4R*,5R*)-5-(1,4-dioxo-3-phenylsulfanyl-1,4-dihydro-2-naphthyl)-4-trimethylsiloxytetrahydrofuran-2-one 

Relevant articles and documents

Formal Synthesis of the Juglomycins

5'-Deoxyjuglomycin A 3 and 5'-methoxyjuglomycin A 4 have been synthesized via oxidative fragmentation of furonaphthofurans 9 and 10 respectively.Addition of 2-trimethylsiloxyfuran 5 to naphthoquinone sulfides 7, 8 afforded the key adducts 9, 10 which then underwent fragmentation to the quinone sulfides 11, 14 using ceric ammonium nitrate.Treatment of the trimethylsilyl derivatives 13, 15 of the sulfides 11, 14 with meta-chloroperoxybenzoic acid effected conversion into the sulfoxides 16, 18 which then underwent smooth desulfurization using tributyltin hydride to the quinones 21, 23.Finally, hydrolysis of the trimethylsilyl group completed the synthesis of 5'-deoxyjuglomycin A 3 and 5'-methoxyjuglomycin A 4.