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10548-46-6, 1,6-Anhydro-2,3,4-tri-O-benzyl-b-D-glucopyranose , CAS:10548-46-6

10548-46-6, 1,6-Anhydro-2,3,4-tri-O-benzyl-b-D-glucopyranose ,
CAS:10548-46-6
C27H28O5 / 432.51
MFCD02683260

1,6-Anhydro-2,3,4-tri-O-benzyl-b-D-glucopyranose

1,6-脱水-2,3,4-三-O-苄基-β-D-吡喃葡萄糖,

1,6-Anhydro-2,3,4-tri-O-benzyl-beta-D-glucopyranose, commonly referred to as tri-O-benzyl glucal or TBG, is a monosaccharide with the chemical formula C30H28O5. It is a derivative of glucose and belongs to the family of glucals. TBG has been extensively investigated as a building block for the synthesis of biologically relevant compounds and as a potential starting material for the preparation of complex carbohydrates.

CAS Number10548-46-6
Product Name1,6-Anhydro-2,3,4-tri-O-benzyl-beta-D-glucopyranose
IUPAC Name(1R,2R,3S,4R,5R)-2,3,4-tris(phenylmethoxy)-6,8-dioxabicyclo[3.2.1]octane
Molecular FormulaC27H28O5
Molecular Weight432.51 g/mol
InChIInChI=1S/C27H28O5/c1-4-10-20(11-5-1)16-28-24-23-19-31-27(32-23)26(30-18-22-14-8-3-9-15-22)25(24)29-17-21-12-6-2-7-13-21/h1-15,23-27H,16-19H2/t23-,24-,25+,26-,27-/m1/s1
InChI KeyJSRSLTCFTYHIRT-IURCNINISA-N
SMILESC1C2C(C(C(C(O1)O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5
Synonyms1,6-Anhydro-2,3,4-tris-O-(phenylmethyl)-β-D-glucopyranose; Tri-O-benzyllevoglucosan;
Canonical SMILESC1C2C(C(C(C(O1)O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5
Isomeric SMILESC1[C@@H]2[C@H]([C@@H]([C@H]([C@H](O1)O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5


CAS No: 10548-46-6 MDL No: MFCD02683260 Chemical Formula: C27H28O5 Molecular Weight: 432.51

References: 1. Fraser-Reid B, et al., J. Am. Chem. Soc. 1984, 106, p7312. Edwards MP, et al., J. Org. Chem. 1984, 49, p35033. Kochetkov NK, et al., 

Tetrahedron Lett. 1981, 22, p43154. Georges M, et al., Carbohydr. Res. 1984, 130, p1155. Toshiyuki U, Kenichi H, Kei M, Die Makromolekulare Chemie, 181, 10, p2137


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