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CAS 75467-36-6

:

5-O-(T-butyldime.silyl)-2,3-O-isoprop.-D-ribonic ac. G-lact

Description:
5-O-(T-butyldimethylsilyl)-2,3-O-isopropyl-D-ribonic acid γ-lactone, commonly referred to by its CAS number 75467-36-6, is a chemical compound that belongs to the class of ribonic acid derivatives. This compound features a lactone structure, which is a cyclic ester formed from the reaction of a hydroxy acid. The presence of the t-butyldimethylsilyl (TBDMS) protecting group enhances the stability and solubility of the molecule, making it useful in organic synthesis, particularly in the protection of hydroxyl groups during multi-step reactions. The isopropyl groups contribute to the steric bulk, influencing the compound's reactivity and interaction with other molecules. This compound is typically utilized in biochemical and synthetic applications, especially in the synthesis of nucleosides and nucleotides. Its unique structural features allow for selective reactions, making it a valuable intermediate in the development of various pharmaceuticals and biochemicals. As with many chemical substances, proper handling and safety precautions are essential due to potential reactivity and toxicity.
Formula:C14H26O5Si
InChI:InChI=1/C14H26O5Si/c1-13(2,3)20(6,7)16-8-9-10-11(12(15)17-9)19-14(4,5)18-10/h9-11H,8H2,1-7H3/t9-,10-,11-/m1/s1
SMILES:CC(C)(C)[Si](C)(C)OC[C@@H]1[C@@H]2[C@H](C(=O)O1)OC(C)(C)O2
Synonyms:
  • 5-O-(T-butyldimethylsilyl)-2,3-O-iso-propylidene-
  • 5-O-(tert-Butyldimethylsilyl)-2,3-O-isopropylidene-D-ribonic acid gamma-lactone
  • (3aR,6R,6aR)-6-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one (non-preferred name)
  • 5-O-tert-Butyldimethylsilyl-2,3-O-isopropylidene-D-lyxono-1,4-lactone
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