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CS-W001157 4
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(R)-tert-Butyl (1-aminopropan-2-yl)carbamate

  • CAS No. 100927-10-4

  • Cat. No. CS-W018741
  • Purity≥95%
  • MDL No.MFCD11112229

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

(R)-tert-Butyl (1-aminopropan-2-yl)carbamate|CS-W018741

Structure of 100927-10-4

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General Information

  • CAS No. 100927-10-4
  • Cat. No. CS-W018741
  • Purity ≥95%
  • MDL No. MFCD11112229
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₈N₂O₂
  • Molecular Weight 174.24
  • Synonym(s) Carbamic acid, [(1R)-2-amino-1-methylethyl]-, 1,1-dimethylethyl ester (9CI)
  • SMILES O=C(OC(C)(C)C)N[C@H](C)CN

Description

(R)-tert-Butyl (1-aminopropan-2-yl)carbamate is a chiral building block featuring a stereodefined secondary amine and a robust tert-butyloxycarbonyl (Boc) protecting group. This configuration enables selective coupling in asymmetric synthesis, particularly for peptidomimetics and bioactive intermediates. The molecule exhibits excellent stability under standard bench conditions and facilitates straightforward deprotection to reveal the free amine.

Application

(R)-tert-Butyl (1-aminopropan-2-yl)carbamate serves as a chiral, bench-stable amino protecting group precursor for the synthesis of (R)-configured amino alcohols and β-amino acid derivatives. It facilitates efficient N–C bond formation in peptide coupling and asymmetric synthesis, with high functional group tolerance and straightforward deprotection under mild acidic conditions. Its robustness and stereochemical integrity make it a reliable building block for complex molecular scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1
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      1352719-38-0
    • ~%
    • In-stock
      (R)-tert-Butyl (1-aminopropan-2-yl)carbamate|CS-W018741
      100927-10-4

    References

    • Bioscience, Biotechnology and Biochemistry, , vol. 75, # 4 p. 780 - 782
  • Route2

    References

    • Bioscience, Biotechnology and Biochemistry, , vol. 75, # 4 p. 780 - 782
  • Route3
    • null|null
      721927-55-5
    • ~%
    • In-stock
      (R)-tert-Butyl (1-aminopropan-2-yl)carbamate|CS-W018741
      100927-10-4

    References

    • WO2006/116764 A1, ; Page/Page column 123 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   64.35
  • LogP   0.8583
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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