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1,1-Dimethylethyl ((2S)-2-amino-2-phenylethyl)carbamate

  • CAS No. 943322-87-0

  • Cat. No. CS-0028384
  • Purity≥95%
  • MDL No.MFCD07374339

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

1,1-Dimethylethyl ((2S)-2-amino-2-phenylethyl)carbamate|CS-0028384

Structure of 943322-87-0

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General Information

  • CAS No. 943322-87-0
  • Cat. No. CS-0028384
  • Purity ≥95%
  • MDL No. MFCD07374339
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₀N₂O₂
  • Molecular Weight 236.31
  • Synonym(s) N-[(S)-2-Amino-2-phenylethyl]carbamic acid tert-butyl ester
  • SMILES CC(C)(C)OC(NC[C@H](C1=CC=CC=C1)N)=O

Description

This chiral carbamate features a tert-butyl-protected aminoethyl scaffold with a pendant phenyl group, enabling selective incorporation into peptide-based architectures. The (2S)-configuration ensures stereochemical fidelity in synthetic sequences, while the robust tert-butyl carbamate moiety offers stability under standard conditions and facilitates clean deprotection.

Application

1,1-Dimethylethyl ((2S)-2-amino-2-phenylethyl)carbamate serves as a stable, bench-ready chiral auxiliary for asymmetric synthesis. Its tert-butyl carbamate (Boc) group enables selective protection of primary amines under mild conditions, while the (2S)-2-phenylethyl moiety provides a rigid, stereochemically defined scaffold. The compound facilitates efficient enantioselective transformations and functions effectively in peptide coupling and heterocycle construction workflows, offering high functional group tolerance and straightforward purification.

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   64.35
  • LogP   2.2111
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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