A glycal precursor
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3,4-Di-O-acetyl-L-fucal

Item No. 30864

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,6-anhydro-1,5-dideoxy-L-arabino-hex-5-enitol, 3,4-diacetate
CAS Number
54621-94-2
Synonyms
  • L-Fucal diacetate
Molecular Formula
C10H14O5
Formula Weight
214.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
SMILES
CC(O[C@@H]1[C@H](OC(C)=O)[C@H](C)OC=C1)=O
InChi Code
InChI=1S/C10H14O5/c1-6-10(15-8(3)12)9(4-5-13-6)14-7(2)11/h4-6,9-10H,1-3H3/t6-,9-,10+/m0/s1
InChi Key
NDEGMKQAZZBNBB-JMOVZRAMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    50 mg

    $103

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    100 mg

    $183

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    250 mg

    $427

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    Product Description

    3,4-Di-O-acetyl-L-fucal is a glycal precursor that has been used in the palladium-catalyzed stereoselective synthesis of glycosides.1 It has also been used as a precursor in the copper-catalyzed stereoselective synthesis of 2-deoxyglycosides.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pal, K.B., Lee, J., Das, M., et al. Palladium(II)-catalyzed stereoselective synthesis of C-glycosides from glycals with diaryliodonium salts. Org. Biomol. Chem. 18(12), 2242-2251 (2020).

    2. Palo-Nieto, C., Sau, A., Jeanneret, R., et al. Copper reactivity can be tuned to catalyze the stereoselective synthesis of 2-deoxyglycosides from glycals. Org. Lett. 22(5), 1991-1996 (2020).