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CS-W001157 4
Total: USD 88.00

Ethyl 2-(benzyloxy)acetate

  • CAS No. 32122-09-1

  • Cat. No. CS-0136694
  • Purity≥98%
  • MDL No.MFCD06204614

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

Ethyl 2-(benzyloxy)acetate|CS-0136694

Structure of 32122-09-1

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General Information

  • CAS No. 32122-09-1
  • Cat. No. CS-0136694
  • Purity ≥98%
  • MDL No. MFCD06204614
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₄O₃
  • Molecular Weight 194.23
  • Synonym(s) ethyl (benzyloxy)acetate
  • SMILES O=C(OCC)COCC1=CC=CC=C1

Description

Ethyl 2-(benzyloxy)acetate is a bench-stable, moisture-tolerant ester featuring a benzyloxy-modified acetic acid backbone. This compound integrates seamlessly into synthetic sequences requiring orthogonal protection strategies. The benzyl ether moiety enables selective deprotection under mild hydrogenolysis conditions, facilitating downstream functionalization in complex molecule assembly.

Application

Ethyl 2-(benzyloxy)acetate serves as a versatile synthetic intermediate for the construction of benzyl-protected glycolate derivatives. It functions as a reliable precursor in the synthesis of β-hydroxy esters and enables direct functionalization at the α-position via enolization. The benzyloxy group provides orthogonal protection compatible with standard deprotection conditions, while the ethyl ester supports broad reactivity in nucleophilic substitutions and coupling reactions. Its bench-stable nature and ease of purification make it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      105-36-2
    • In-stock
      Benzyl alcohol|CS-4355
      100-51-6
    • ~77%
    • In-stock
      Ethyl 2-(benzyloxy)acetate|CS-0136694
      32122-09-1

    References

    • WO2014/16789 A1, ; Page/Page column 29 ;
  • Route2
    • In-stock
      Ethyl hydroxyacetate|CS-W019892
      623-50-7
    • null|null
      100-39-0
    • ~72%
    • In-stock
      Ethyl 2-(benzyloxy)acetate|CS-0136694
      32122-09-1

    References

    • WO2012/10633 A1, ; Page/Page column 61-62 ;
  • Route3
    • null|null
      623-73-4
    • In-stock
      Benzyl alcohol|CS-4355
      100-51-6
    • ~92%
    • In-stock
      Ethyl 2-(benzyloxy)acetate|CS-0136694
      32122-09-1

    References

    • Tetrahedron Letters, , vol. 52, # 27 p. 3460 - 3462

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   35.53
  • LogP   1.7663
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   5

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