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CS-W001157 4
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tert-Butyl (cis-4-(aminomethyl)cyclohexyl)carbamate

  • CAS No. 509143-00-4

  • Cat. No. CS-0049688
  • Molecule weight228.33
  • Purity≥95%
  • MDL No.None

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

tert-Butyl (cis-4-(aminomethyl)cyclohexyl)carbamate|CS-0049688

Structure of 509143-00-4

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General Information

  • CAS No. 509143-00-4
  • Cat. No. CS-0049688
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₄N₂O₂
  • Molecular Weight 228.33
  • Synonym(s) tert-Butyl cis-4-aminomethylcyclohexylcarbamate
  • SMILES CC(C)(C)OC(=O)N[C@@H]1CC[C@H](CN)CC1

Description

tert-Butyl (cis-4-(aminomethyl)cyclohexyl)carbamate features a sterically hindered cyclohexyl scaffold with a cis-configured aminomethyl group, enabling precise spatial control in synthetic applications. The protected amine facilitates modular derivatization under standard conditions, while the tert-butyl carbamate moiety ensures stability and ease of removal during late-stage functionalization.

Application

tert-Butyl (cis-4-(aminomethyl)cyclohexyl)carbamate serves as a stable, bench-friendly building block for cyclohexane-based pharmacophores. The cis-configured cyclohexyl scaffold provides defined stereochemistry, while the tert-butoxycarbonyl (Boc) group enables straightforward protection and deprotection under mild acidic conditions. The pendant aminomethyl functionality facilitates diverse downstream functionalization, including alkylation, acylation, and coupling reactions, making it a versatile intermediate in medicinal chemistry and API synthesis.

Synthesis

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      tert-Butyl (cis-4-(aminomethyl)cyclohexyl)carbamate|CS-0049688
      509143-00-4

    References

    • TAISHO PHARMACEUTICAL CO., LTD.; Arena Pharmaceuticals, Inc Patent: WO2005/95357 A2, 2005 ; Location in patent: Page/Page column 113; 114 ; WO 2005/095357 A2
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      tert-Butyl (cis-4-(aminomethyl)cyclohexyl)carbamate|CS-0049688
      509143-00-4

    References

    • Kanuma, Kosuke; Omodera, Katsunori; Nishiguchi, Mariko; Funakoshi, Takeo; Chaki, Shigeyuki; Nagase, Yasuko; Iida, Izumi; Yamaguchi, Jun-ichi; Semple, Graeme; Tran, Thuy-Anh; Sekiguchi, Yoshinori Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 10 p. 3307 - 3319
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    References

    • Kanuma, Kosuke; Omodera, Katsunori; Nishiguchi, Mariko; Funakoshi, Takeo; Chaki, Shigeyuki; Nagase, Yasuko; Iida, Izumi; Yamaguchi, Jun-ichi; Semple, Graeme; Tran, Thuy-Anh; Sekiguchi, Yoshinori Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 10 p. 3307 - 3319

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   2.0286
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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