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CS-W001157 4
Total: USD 88.00

(2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid

  • CAS No. 261904-39-6

  • Cat. No. CS-W019154
  • Purity≥95%
  • MDL No.MFCD09751022

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

(2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid|CS-W019154

Structure of 261904-39-6

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General Information

  • CAS No. 261904-39-6
  • Cat. No. CS-W019154
  • Purity ≥95%
  • MDL No. MFCD09751022
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₇BrO₃
  • Molecular Weight 183.00
  • Synonym(s) None
  • SMILES BrC[C@](C(=O)O)(C)O

Description

This chiral α-halo carboxylic acid features a stereogenic center at the 2-position, delivering precise stereochemical control in synthetic transformations. The bromo and hydroxy groups flank a quaternary carbon, enabling selective functionalization in complex molecule assembly. Bench-stable and moisture-tolerant, it integrates efficiently into cascade reactions and serves as a key intermediate in pharmaceutical synthesis.

Application

(2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid serves as a chiral building block for stereoselective synthesis, enabling access to functionalized α-hydroxy acid derivatives. Its bench-stable nature and tolerance to common protecting group manipulations facilitate downstream transformations in medicinal chemistry and peptide analog development.

Synthesis

  • Route1
    • null|null
      106138-80-1
    • ~83%
    • In-stock
      (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid|CS-W019154
      261904-39-6

    References

    • GTX, INC. Patent: WO2007/27582 A2, 2007 ; Location in patent: Page/Page column 61 ;
  • Route2
    • null|null
      1250440-74-4
    • ~%
    • In-stock
      (2R)-3-Bromo-2-hydroxy-2-methylpropanoic acid|CS-W019154
      261904-39-6

    References

    • CONSIGLIO NAZIONALE DELLE RICERCHE; ISTITUTO SCIENTIFICO ROMAGNOLO PER LO STUDIO E LA CURA DEI TUMORI (I.R.S.T.) S.R.L.; VARCHI, Greta; TESEI, Anna; GUERRINI, Andrea; BRIGLIADORI, Giovanni Patent: WO2010/116342 A2, 2010 ; Location in patent: Page/Page column 42 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H290-H314
Precautionary Statements : P234-P260-P264-P280-P301+P330+P331-P304+P340-P363-P390-P405-P406-P501

Quality Control

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   0.2169
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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