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(R)-(+)-2-Benzyloxypropionic acid

  • CAS No. 100836-85-9

  • Cat. No. CS-M3394
  • Molecule weight180.20
  • Purity≥98%
  • MDL No.MFCD06799065

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

(R)-(+)-2-Benzyloxypropionic acid|CS-M3394

Structure of 100836-85-9

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General Information

  • CAS No. 100836-85-9
  • Cat. No. CS-M3394
  • Purity ≥98%
  • MDL No. MFCD06799065
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O₃
  • Molecular Weight 180.20
  • Synonym(s) (R)-2-(benzyloxy)propanoic acid
  • SMILES O=C(O)[C@@H](C)OCC1=CC=CC=C1

Description

(R)-(+)-2-Benzyloxypropionic acid features a chiral center with defined stereochemistry, enabling precise incorporation into asymmetric synthesis. The benzyloxy group provides enhanced stability and selective reactivity under standard conditions. This bench-stable derivative serves as a key building block for pharmaceutical intermediates and functionalized polymers.

Application

(R)-(+)-2-Benzyloxypropionic acid serves as a valuable chiral building block for the synthesis of bioactive molecules and pharmaceutical intermediates. Its well-defined stereochemistry enables stereoselective transformations, while the benzyloxy group provides orthogonal protection for carboxylic acid functionalities. The compound exhibits excellent bench stability and facilitates straightforward purification, making it suitable for use in multi-step synthetic sequences involving esterifications, amide couplings, or further functionalization under standard organic reaction conditions.

Synthesis

  • Route1
    • null|null
      1220352-28-2
    • ~82%
    • In-stock
      (R)-(+)-2-Benzyloxypropionic acid|CS-M3394
      100836-85-9
    • (2S,4R)-4-Phenyl-2-(trifluoromethyl)oxazolidine|CS-1203396
      203176-56-1

    References

    • Organic Letters, , vol. 12, # 7 p. 1496 - 1499
  • Route2

    References

    • Avecia Limited Patent: US6362376 B1, 2002 ; Location in patent: Example 1 ;
  • Route3

    References

    • Wen, James J.; Crews, Craig M. Tetrahedron Letters, 1998 , vol. 39, # 8 p. 779 - 782

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   46.53
  • LogP   1.6763
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   4

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