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CS-W001157 4
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(4R,5S)-4-Methyl-5-phenyloxazolidin-2-one

  • CAS No. 77943-39-6

  • Cat. No. CS-W017369
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

(4R,5S)-4-Methyl-5-phenyloxazolidin-2-one|CS-W017369

Structure of 77943-39-6

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General Information

  • CAS No. 77943-39-6
  • Cat. No. CS-W017369
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO₂
  • Molecular Weight 177.20
  • Synonym(s) (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone
  • SMILES C[C@H]1NC(=O)O[C@H]1C1=CC=CC=C1

Description

Evans chiral auxiliary (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone reacts with carboxylic acids to produce corresponding acyl derivatives in the presence of a diisopropylcarbodiimide reagent. It can also employed in the preparation of N-sulfinyloxazolidinone reagent (chiral sulfinyl transfer reagent), which reacts with nucleophiles such as Grignard reagents, enolates, and metalated amides to produce the chiral sulfoxides, sulfinate esters, and sulfonamides.

Synthesis

  • Route1

    References

    • The Trustees of the University of Pennsylvania Patent: US6870058 B2, 2005 ;
  • Route2
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      80697-94-5
    • ~89%
    • In-stock
      (4R,5S)-4-Methyl-5-phenyloxazolidin-2-one|CS-W017369
      77943-39-6
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    References

    • Angewandte Chemie - International Edition, , vol. 48, # 7 p. 1324 - 1327
  • Route3
    • null|null
      201230-82-2
    • null|null
      37577-28-9
    • ~97%
    • In-stock
      (4R,5S)-4-Methyl-5-phenyloxazolidin-2-one|CS-W017369
      77943-39-6

    References

    • Orito, Kazuhiko; Miyazawa, Mamoru; Nakamura, Takatoshi; Horibata, Akiyoshi; Ushito, Harumi; Nagasaki, Hideo; Yuguchi, Motoki; Yamashita, Satoshi; Yamazaki, Tetsuro; Tokuda, Masao Journal of Organic Chemistry, 2006 , vol. 71, # 16 p. 5951 - 5958

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   1.856
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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