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(S)-1-Acetamido-3-chloropropan-2-yl acetate

  • CAS No. 183905-31-9

  • Cat. No. CS-0153993
  • Purity≥97%
  • MDL No.MFCD09842277

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

(S)-1-Acetamido-3-chloropropan-2-yl acetate|CS-0153993

Structure of 183905-31-9

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General Information

  • CAS No. 183905-31-9
  • Cat. No. CS-0153993
  • Purity ≥97%
  • MDL No. MFCD09842277
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂ClNO₃
  • Molecular Weight 193.63
  • Synonym(s) N-[(2S)-2-(acetyloxy)-3-chloropropyl]-acetamide
  • SMILES CC(NC[C@H](OC(C)=O)CCl)=O

Description

(S)-1-Acetamido-3-chloropropan-2-yl acetate features a chiral center at the propan-2-yl position, enabling stereoselective transformations in synthetic routes. The acetamido and chloro substituents provide complementary reactivity for late-stage functionalization. This bench-stable derivative integrates readily into peptide mimetics and bioactive molecule scaffolds.

Application

(S)-1-Acetamido-3-chloropropan-2-yl acetate serves as a versatile chiral building block for the synthesis of β-amino alcohol derivatives and functionalized heterocycles. Its acetamido and chloro groups enable selective transformations in multistep syntheses, while the acetoxy group facilitates mild deprotection or nucleophilic substitution. The stereochemistry at the C2 position ensures high diastereoselectivity in downstream reactions, making it valuable for medicinal chemistry applications requiring defined stereochemical control.

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   55.4
  • LogP   0.293
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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