120104-67-8

Basic information

• Product Name: 3,8-Dioxatricyclo[3.2.1.02,4]octan-6-ol, [1R-(1-alpha-,2-bta-,4-bta-,5-alpha-,6-bta-)]- (9CI)
• Synonyms: 3,8-Dioxatricyclo[3.2.1.02,4]octan-6-ol, [1R-(1-alpha-,2-bta-,4-bta-,5-alpha-,6-bta-)]- (9CI)
• CAS NO: 120104-67-8
• Molecular Formula: C6H8O3
• Molecular Weight: 128.12592
• Mol File: 120104-67-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,8-Dioxatricyclo[3.2.1.02,4]octan-6-ol, [1R-(1-alpha-,2-bta-,4-bta-,5-alpha-,6-bta-)]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3,8-Dioxatricyclo[3.2.1.02,4]octan-6-ol, [1R-(1-alpha-,2-bta-,4-bta-,5-alpha-,6-bta-)]- (9CI)(120104-67-8)
• EPA Substance Registry System: 3,8-Dioxatricyclo[3.2.1.02,4]octan-6-ol, [1R-(1-alpha-,2-bta-,4-bta-,5-alpha-,6-bta-)]- (9CI)(120104-67-8)

Safety Data

• Hazardous Substances Data: 120104-67-8(Hazardous Substances Data)

Upstream product

• 111196-93-1 (+/-)-(1R,4R,5R,6R)-5,6-exo-epoxy-7-oxabicyclo<2.2.1>heptan-2-one 
• 94482-74-3 (+)-(1R,2R,4R)-2-endo-cyano-7-oxabicyclo<2.2.1>hept-5-ene-2-exo-yl acetate 

Relevant articles and documents

Synthesis of (+)-1,3:2,5-Dianhydroviburnitol ((+)-(1R,2R,3S,5R,6S)-4,7-Dioxatricyclo3,6>octan-2-ol)

Epoxidation of (-)-(1R,2R,4R)-2-endo-cyano-7-oxabicyclohept-5-en-2-exo-yl acetate ((-)-5) followed by saponification afforded (+)-(1R,4R,5R,6R)-5,6-exo-epoxy-7-oxabicycloheptan-2-one ((+)-7).Reduction of (+)-7 with diisobutylaluminium hydride (DIBAH) gave (+)-1,3:2,5-dianhydroviburnitol (= (+)-(1R,2R,3S,4R,6S)-4,7-dioxatricyclo3,6>octan-2-ol; (+)-3).Hydride reductions of (+/-)-7 were less exo-face selective than reductions of bicycloheptan-2-one and its derivatives with NaBH4, AlH3, and LiAlH4 probably because of smaller steric hindrance to endo-face hydride attack when C(5) and C(6) of the bicycloheptan-2-one are part of an exo oxirane ring.