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CS-W001157 4
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(S)-tert-Butyl 2-amino-3-phenylpropanoate

  • CAS No. 16874-17-2

  • Cat. No. CS-0162012
  • Molecule weight221.30
  • Purity≥95%
  • MDL No.MFCD00038270

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

(S)-tert-Butyl 2-amino-3-phenylpropanoate|CS-0162012

Structure of 16874-17-2

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General Information

  • CAS No. 16874-17-2
  • Cat. No. CS-0162012
  • Purity ≥95%
  • MDL No. MFCD00038270
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₉NO₂
  • Molecular Weight 221.30
  • Synonym(s) Phenylalanine tert-butyl ester
  • SMILES O=C(OC(C)(C)C)[C@@H](N)CC1=CC=CC=C1

Description

(S)-tert-Butyl 2-amino-3-phenylpropanoate is a chiral building block featuring a stereodefined amine and a phenyl-substituted aliphatic chain. This bench-stable, moisture-tolerant reagent integrates seamlessly into asymmetric synthesis workflows, enabling efficient access to β-aryl amino acid derivatives through straightforward deprotection or coupling strategies.

Application

(S)-tert-Butyl 2-amino-3-phenylpropanoate serves as a versatile chiral building block for the synthesis of β-arylethylamine derivatives, including pharmaceutically relevant scaffolds. Its bench-stable tert-butyl ester and primary amine functionality enable straightforward functional group manipulation, facilitating coupling reactions, deprotection, and derivatization under standard conditions. The stereochemistry is well-defined and stable, supporting high enantioselectivity in downstream transformations.

Synthesis

  • Route1
    • L-Phenylalanine Aspartame Impurity|CS-0229723
      63-91-2
    • null|null
      115-11-7
    • ~64%
    • In-stock
      (S)-tert-Butyl 2-amino-3-phenylpropanoate|CS-0162012
      16874-17-2

    References

    • Shin, Sung Bin Y.; Kirshenbaum, Kent Organic Letters, 2007 , vol. 9, # 24 p. 5003 - 5006
  • Route2
    • null|null
      16881-34-8
    • ~%
    • In-stock
      (S)-tert-Butyl 2-amino-3-phenylpropanoate|CS-0162012
      16874-17-2

    References

    • Journal of the American Chemical Society, , vol. 82, p. 3359 - 3363
  • Route3

    References

    • Tetrahedron, , vol. 45, # 16 p. 5039 - 5050

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

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.8981
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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