10-DAB (10-Deacetylbaccatin)

10-DAB (10-Deacetylbaccatin)

Catalog Number:
CFA1364415APE
Mfr. No.:
APE-A4395
Price:
$392
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      • Overview
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          Background

          10-DAB (also known as 10-Deacetylbaccatin) is an intermediate used for the preparation of taxol, an anti-leukemic and tumor-inhibiting agent isolated from the inner bark of the Pacific yew tree Taxus brevifolia as well as other species of the genus Taxus. Due to the low availability of taxol from its natural sources, 10-DAB is used as a raw material for the preparation of taxol and its derivatives. Being easily extracted from the annual cute of the yew leaves, 10-DAB has a very folded chemical structure with the α hydroxyl group hindered at C-13 easily to form a hydrogen bond with the 4α acetyl group.
          Reference
          F. Gueritte-Voegelein, V. Senilh, B. David, D. Guenard and P. Potier. Chemical studies of 10-deacetyl baccatin III hemisynthesis of taxol derivatives. Tetrahedron 1986; 42(16): 4451-4460

      • Properties
        • Alternative Name
          10-Deacetylbaccatin, 10-Deacetylbaccatine III, 10-DEACETYLBACCATIN-III; (2aR,4R,4aS,6S,9S,11S,12S,12aR,12bS)-12b-acetoxy-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate
          CAS Number
          32981-86-5
          Molecular Formula
          C29H36O10
          Molecular Weight
          544.59
          Appearance
          A solid
          Purity
          98.26%
          Solubility
          ≥22.25 mg/mL in DMSO; insoluble in H2O; ≥3.96 mg/mL in EtOH with ultrasonic
          Storage
          Store at -20°C
          SMILES
          O[[email protected]](C(C)(C)C1=C(C)[[email protected]]2O)(C2)[[email protected]]([[email protected]@H]([[email protected]@](C([[email protected]]1O)=O)(C)[[email protected]@H]3O)[[email protected]]4([[email protected]@H](C3)OC4)OC(C)=O)OC(C5=CC=CC=C5)=O

          * For Research Use Only

      • Applications
        • Application Description
          Precursor of antitumor compound Palitaxel and Docetaxel

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