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(R)-methyl 2-(benzyloxy)propanoate

  • CAS No. 115458-99-6

  • Cat. No. CS-M3386
  • Molecule weight194.23
  • Purity≥97%
  • MDL No.MFCD01632537

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

(R)-methyl 2-(benzyloxy)propanoate|CS-M3386

Structure of 115458-99-6

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General Information

  • CAS No. 115458-99-6
  • Cat. No. CS-M3386
  • Purity ≥97%
  • MDL No. MFCD01632537
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄O₃
  • Molecular Weight 194.23
  • Synonym(s) Methyl (R)-2-(Benzyloxy)propionate
  • SMILES C[C@@H](OCC1=CC=CC=C1)C(OC)=O

Description

(R)-methyl 2-(benzyloxy)propanoate is a chiral building block featuring a stereodefined α-hydroxy ester moiety, enabling precise asymmetric synthesis. The benzyloxy group provides orthogonal protection for hydroxyl functionalities, while the methyl ester offers convenient downstream derivatization. This compound exhibits excellent stability under standard bench conditions and facilitates efficient incorporation into complex molecular architectures.

Application

(R)-Methyl 2-(benzyloxy)propanoate serves as a valuable chiral building block in asymmetric synthesis, offering a stable, bench-ready precursor for the construction of β-alkoxy carboxylic acid derivatives. Its benzyloxy group provides orthogonal protection compatible with standard deprotection protocols, while the (R)-configured stereocenter enables stereocontrolled transformations in medicinal chemistry and natural product synthesis. The ester functionality facilitates efficient functionalization via nucleophilic acyl substitution or reduction to the corresponding alcohol.

Safety Information

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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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   1.7647
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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