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CS-W001157 4
Total: USD 88.00

tert-Butyl (3-chloropropyl)carbamate

  • CAS No. 116861-31-5

  • Cat. No. CS-0044821
  • Purity≥97%
  • MDL No.MFCD07781306

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

tert-Butyl (3-chloropropyl)carbamate|CS-0044821

Structure of 116861-31-5

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General Information

  • CAS No. 116861-31-5
  • Cat. No. CS-0044821
  • Purity ≥97%
  • MDL No. MFCD07781306
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₆ClNO₂
  • Molecular Weight 193.67
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NCCCCl

Description

tert-Butyl (3-chloropropyl)carbamate delivers a robust, moisture-tolerant protecting group for primary amines, enabling selective functionalization in complex synthesis. The chloropropyl side chain facilitates downstream coupling reactions, while the tert-butyl carbamate moiety ensures stability under standard conditions and mild deprotection protocols.

Application

tert-Butyl (3-chloropropyl)carbamate serves as a stable, bench-ready protecting group for primary amines, enabling selective functionalization in complex molecule synthesis. It facilitates efficient N-alkylation and amide coupling reactions with excellent functional group tolerance. The carbamate moiety is compatible with standard deprotection conditions (e.g., TFA), allowing straightforward access to free amines after key transformations. Its stability under diverse reaction conditions makes it ideal for multi-step synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Chen, Yulong; White, Emil H. Organic Preparations and Procedures International, 1996 , vol. 28, # 1 p. 65 - 76
  • Route2

    References

    • Wen, Liping; Liu, Qian; Ma, Jie; Tian, Ye; Li, Cuihong; Bo, Zhishan; Jiang, Lei Advanced Materials, 2012 , vol. 24, # 46 p. 6193 - 6198
  • Route3

    References

    • GIULIANI S.P.A.; GIULIANI, Giammaria; PAUS, Ralf; BENEDUSI, Anna; MARZANI, Barbara; BARONI, Sergio Patent: WO2014/16407 A1, 2014 ; Location in patent: Page/Page column 7-8 ;

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   38.33
  • LogP   2.14
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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