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CS-W001157 4
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(R)-4-(tert-Butoxy)-2-isopropyl-4-oxobutanoic acid

  • CAS No. 389843-61-2

  • Cat. No. CS-0186134
  • Molecule weight216.27
  • Purity≥95%
  • MDL No.None

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

(R)-4-(tert-Butoxy)-2-isopropyl-4-oxobutanoic acid|CS-0186134

Structure of 389843-61-2

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General Information

  • CAS No. 389843-61-2
  • Cat. No. CS-0186134
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₀O₄
  • Molecular Weight 216.27
  • Synonym(s) None
  • SMILES CC(C)[C@@H](CC(=O)OC(C)(C)C)C(=O)O

Description

(R)-4-(tert-Butoxy)-2-isopropyl-4-oxobutanoic acid is a chiral β-keto ester derivative featuring a sterically hindered tert-butoxy group and a pendant isopropyl moiety. This configuration enhances stability and directs stereoselective transformations in asymmetric synthesis, particularly in the construction of complex carbocycles and heterocycles under mild conditions.

Application

(R)-4-(tert-Butoxy)-2-isopropyl-4-oxobutanoic acid serves as a versatile chiral building block for the synthesis of bioactive heterocycles and functionalized carboxylic acid derivatives. Its α,β-unsaturated carbonyl motif enables reliable Michael additions and aldol-type condensations, while the tert-butoxy group provides excellent stability and orthogonal deprotection under mild acidic conditions. The isopropyl substituent enhances steric control in asymmetric transformations, making this compound well-suited for medicinal chemistry applications requiring stereochemical precision and facile downstream modification.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   2.075
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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