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cis-Methyl 3-hydroxycyclobutanecarboxylate

  • CAS No. 63485-50-7

  • Cat. No. CS-0043491
  • Purity≥95%
  • MDL No.MFCD18483124

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

cis-Methyl 3-hydroxycyclobutanecarboxylate|CS-0043491

Structure of 63485-50-7

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General Information

  • CAS No. 63485-50-7
  • Cat. No. CS-0043491
  • Purity ≥95%
  • MDL No. MFCD18483124
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₃
  • Molecular Weight 130.14
  • Synonym(s) (1S,3S)-METHYL 3-HYDROXYCYCLOBUTANECARBOXYLATE
  • SMILES O=C([C@H]1C[C@@H](O)C1)OC

Description

cis-Methyl 3-hydroxycyclobutanecarboxylate features a stereodefined hydroxyl group and ester functionality within a strained cyclobutane ring. This bench-stable scaffold enables direct incorporation into complex molecular architectures, particularly in the synthesis of bioactive cyclic motifs and natural product analogs.

Application

cis-Methyl 3-hydroxycyclobutanecarboxylate serves as a versatile chiral building block in synthetic organic chemistry, enabling stereoselective functionalization at the C3 position. Its cyclobutane core provides conformational rigidity beneficial for medicinal chemistry applications, while the hydroxyl and ester groups offer orthogonal handles for derivatization. The compound exhibits good bench stability and facilitates efficient transformations in standard coupling, protection, and cyclization protocols.

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   -0.0697
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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