A D-glucopyranose derivative
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2,3,4,6-Tetra-O-benzoyl-β-D-glucopyranose

Item No. 17163

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3,4,6-tetrabenzoate β-D-glucopyranose
CAS Number
64768-20-3
Molecular Formula
C34H28O10
Formula Weight
596.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.33 mg/ml
λmax
230, 274 nm
SMILES
O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)COC(C2=CC=CC=C2)=O)OC(C3=CC=CC=C3)=O)OC(C4=CC=CC=C4)=O)OC(C5=CC=CC=C5)=O
InChi Code
InChI=1S/C34H28O10/c35-30(22-13-5-1-6-14-22)40-21-26-27(42-31(36)23-15-7-2-8-16-23)28(43-32(37)24-17-9-3-10-18-24)29(34(39)41-26)44-33(38)25-19-11-4-12-20-25/h1-20,26-29,34,39H,21H2/t26-,27-,28+,29-,34-/m1/s1
InChi Key
FCDYAJBVISGNLC-UCDCFHRCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $112

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    250 mg

    $264

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    Product Description

    2,3,4,6-Tetra-O-benzoyl-β-D-glucopyranose is a D-glucopyranose derivative that has been used in glucosylation reactions.1,2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Allevi, P., Anastasia, M., Ciuffreda, P., et al. The first direct method for C-glucopyranosyl derivatization of 2,3,4,6-tetra-O-benzyl-D-glucopyranose. J. Chem. Soc. Chem. Commun 16, 1245-1246 (1987).

    2. Allevi, P., Anastasia, M., Ciuffreda, P., et al. C-Glucopyranosyl derivatives from readily available 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl chloride. J. Chem. Soc. Chem. Commun 2, 101-102 (1987).

    3. Koto, S., Sato, T., Morishima, N., et al. The glucosulation of several alcohols with tetra-O-benzyl-α-D-gluco-pyranose and a mixture of p-nitrobenzensulfonyl chloride, silver triflorormethanesulfonate, and triethylamine. Bull. Chem. Soc. Jpn. 53, 1761-1762 (1980).

    4. Pavia, A.A., Rocheville, J.-M., and Ung, S.N. Nouvelle méthode de synthèse Stéréosélective de glycosides. Syntèse des α,α-tréhalose, analogues galacto, manno et autres α-D-glycosides. Carb. Res. 79(1), 79-89 (1980).