2,3-O-Isopropylidene-alpha,beta-D-ribofuranose

• Catalog No.: L15988
• CAS Number: 13199-25-2
• M. F.: C8H14O5
• M. W.: 190.19376

SYNONYMS

• Title: 2,3-O-异亚丙基-α,β-D-呋喃核糖
• IUPAC name: (3aR,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-ol
• IUPAC Traditional name: (3aR,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-ol

DATABASE IDS

• CAS Number: 13199-25-2
• MDL Number: MFCD01075718

PROPERTIES

• Optical Rotation: -27 (c=1 in chloroform)
• TSCA Listed: 否

REFERENCES

• Reaction of this hemiacetal with various organometallic species provides routes to a number of synthetic targets, e.g.: (-)-5-epishikimic acid: Tetrahedron Lett., 35, 5505 (1994); J. Chem. Soc., Perkin 1, 1805 (1997), aminocyclopentitols: Tetrahedron: Asymmetry, 6, 1547 (1995), cyclopentane-type glycosidase inhibitors: J. Org. Chem., 61, 1354 (1996). Reaction with cysteamine leads to diastereomerically pure analogues of the alkaloids castanospermine and australine: Tetrahedron Lett., 37, 49 (1996).