103617-76-1

Basic information

• Product Name: 6-(allyloxy)hexahydrofuro[3,2-b]furan-3-ol
• Synonyms: 6-(allyloxy)hexahydrofuro[3,2-b]furan-3-ol
• CAS NO: 103617-76-1
• Molecular Weight: 186.208
• Mol File: 103617-76-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 6-(allyloxy)hexahydrofuro[3,2-b]furan-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(allyloxy)hexahydrofuro[3,2-b]furan-3-ol(103617-76-1)
• EPA Substance Registry System: 6-(allyloxy)hexahydrofuro[3,2-b]furan-3-ol(103617-76-1)

Safety Data

• Hazardous Substances Data: 103617-76-1(Hazardous Substances Data)

Upstream product

• 641-74-7 (3S,3aS,6S,6aS)hexahydrofuro[3,2-b]furan-3,6-diol 
• 106-95-6 allyl bromide 
• 124508-14-1 1,4:3,6-dianhydro-L-glucitol 
• 652-67-5 Isosorbide 

Downstream Products

• 246530-90-5 (2'S)-2-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-5-O-(3''-hydroxy-prop-1''-yl)-1,4:3,6-dianhydro-D-sorbitol 
• 246530-88-1 (2'S)-2-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-5-O-(2''-hydroxy-eth-1''-yl)-1,4:3,6-dianhydro-D-sorbitol 
• 246530-85-8 (2'S)-5-O-allyl-2-O-[2'-(benzyloxycarbonylamino)-methyl propionate-3'-yl]-1,4:3,6-dianhydro-D-sorbitol 

Relevant articles and documents

Selective alkylations of 1,4:3,6-dianhydro-D-glucitol (isosorbide)

Each of the two hydroxyl groups of isosorbide can be alkylated selectively, either by direct alkylation with benzyl chloride or allyl bromide according to the reaction conditions, or by a three-step procedure involving selective monoacetylation, alkylation with four different reagents, and finally deacetylation.Monobutyl and monomethyl derivatives from isosorbide are also described.

Organic nitrates. O-(2,3-dihydroxypropyl)-1,4:3,6-dianhydro-hexitol-nitrates

Several hybrid molecules have been synthesized which contain both the 1,4:3,6-dianhydro-hexitol (isohexide) and glycerol partial structures, with nitrate ester gruops at different positions. Alkylation of the isohexide ring system with suitable 3-carbon units generates compounds with the 2,3-epoxypropyl side chain as key intermediates. Ring opening of these oxiranes under various conditions yield primary and secondary nitrates as well as dinitrates. Pharmacological screening shows that the new structures are much less active than the parent compounds.