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CAS 148461-16-9

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(S)-t-BuPHOX

Description:
(S)-t-BuPHOX, or (S)-tert-butylphosphine oxide, is a chiral phosphine oxide that is widely utilized in asymmetric synthesis and catalysis. This compound features a tert-butyl group attached to a phosphine oxide moiety, which contributes to its steric and electronic properties. The presence of the chiral center allows for the selective formation of enantiomers, making it valuable in the synthesis of pharmaceuticals and fine chemicals. (S)-t-BuPHOX is known for its ability to stabilize transition states in catalytic reactions, particularly in palladium-catalyzed processes. Its solubility in organic solvents and stability under various reaction conditions further enhance its utility in synthetic chemistry. Additionally, the compound's phosphine oxide functionality can participate in various chemical transformations, including coordination with metals, which is crucial for its role as a ligand in catalysis. Overall, (S)-t-BuPHOX is a significant reagent in modern organic synthesis, particularly in the development of chiral compounds.
Formula:C25H26NOP
InChI:InChI=1S/C25H26NOP/c1-25(2,3)23-18-27-24(26-23)21-16-10-11-17-22(21)28(19-12-6-4-7-13-19)20-14-8-5-9-15-20/h4-17,23H,18H2,1-3H3/t23-/m1/s1
InChI key:InChIKey=DMOLTNKQLUAXPI-HSZRJFAPSA-N
SMILES:P(C1=C(C=CC=C1)C2=N[C@@H](C(C)(C)C)CO2)(C3=CC=CC=C3)C4=CC=CC=C4
Synonyms:
  • (4S)-4-(1,1-Dimethylethyl)-2-[2-(diphenylphosphino)phenyl]-4,5-dihydrooxazole
  • (S)-4-tert-Butyl-2-[2-(diphenylphosphino)phenyl]-2-oxazoline
  • (S)-t-BuPHOX
  • Oxazole, 4-(1,1-dimethylethyl)-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-, (4S)-
  • Oxazole, 4-(1,1-dimethylethyl)-2-[2-(diphenylphosphino)phenyl]-4,5-dihydro-, (S)-
  • [2-[(4S)-4-tert-Butyl-4,5-dihydro-1,3-oxazol-2-yl]phenyl]-diphenylphosphane
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