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CS-W001157 4
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(R)-tert-Butyl (2-aminopropyl)carbamate

  • CAS No. 333743-54-7

  • Cat. No. CS-W021145
  • Purity≥97%
  • MDL No.MFCD16295168

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

(R)-tert-Butyl (2-aminopropyl)carbamate|CS-W021145

Structure of 333743-54-7

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General Information

  • CAS No. 333743-54-7
  • Cat. No. CS-W021145
  • Purity ≥97%
  • MDL No. MFCD16295168
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₈N₂O₂
  • Molecular Weight None
  • Synonym(s) tert-Butyl ((R)-2-aminopropyl)carbamate
  • SMILES O=C(OC(C)(C)C)NC[C@H](N)C

Description

(R)-tert-Butyl (2-aminopropyl)carbamate is a chiral building block featuring a stereodefined primary amine and a robust tert-butyl carbamate protecting group. This configuration enables selective functionalization in asymmetric synthesis, particularly in the construction of bioactive amines and peptidomimetics under standard conditions.

Application

(R)-tert-Butyl (2-aminopropyl)carbamate serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of stereodefined amine-containing scaffolds. Its tert-butyl carbamate group provides robust protection for primary amines, offering excellent bench stability and compatibility with standard deprotection protocols. The molecule facilitates efficient incorporation into diverse heterocyclic systems and peptide-like architectures through established coupling reactions, supporting scalable, high-yield synthetic workflows.

Synthesis

  • Route1

    References

    • Adam, Jean-Michel; Aebi, Johannes; Binggeli, Alfred; Green, Luke; Hartmann, Guido; Maerki, Hans P.; Mattei, Patrizio; Ricklin, Fabienne; Roche, Olivier Patent: US2010/22518 A1, 2010 ; Location in patent: Page/Page column 39 ; US 20100022518 A1
  • Route2
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      333743-53-6
    • ~%
    • In-stock
      (R)-tert-Butyl (2-aminopropyl)carbamate|CS-W021145
      333743-54-7

    References

    • AstraZeneca UK Limited Patent: EP1348709 A2, 2003 ; Location in patent: Page/Page column 19 ;
  • Route3

    References

    • Raynham, Tony Michael; Hammonds, Timothy Robin; Gilliatt, Julia Helen; Charles, Mark David; Pave, Gregoire Alexandre; Foxton, Caroline Heather; Carr, James Lindsay; Mistry, Neela Sumit Patent: US2009/247519 A1, 2009 ; Location in patent: Page/Page column 134 ;

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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