Tel:

Email:

EN
Cat. No. Size / Unit Price Qty
CS-W001157 4
Total: USD 88.00

Tert-butyl (S)-(1-cyanopropan-2-yl)carbamate

  • CAS No. 172695-22-6

  • Cat. No. CS-0448562
  • Purity≥95%
  • MDL No.None

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

Tert-butyl (S)-(1-cyanopropan-2-yl)carbamate|CS-0448562

Structure of 172695-22-6

Please choose your location and provide accurate information for you
Size Stock
Price Quantity

* Please select Quantity before adding items.

General Information

  • CAS No. 172695-22-6
  • Cat. No. CS-0448562
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆N₂O₂
  • Molecular Weight 184.24
  • Synonym(s) tert-butyl [(1S)-2-cyano-1-Methylethyl]carbaMate
  • SMILES C[C@H](NC(OC(C)(C)C)=O)CC#N

Description

Tert-butyl (S)-(1-cyanopropan-2-yl)carbamate is a chiral building block featuring a stereodefined cyanopropyl moiety and a bench-stable tert-butoxycarbonyl (Boc) protecting group. This configuration enables direct incorporation into asymmetric synthesis, particularly in the construction of enantiopure amine derivatives. The nitrile group offers versatility for downstream functionalization, including hydrolysis to carboxylic acids or reductive conversion to primary amines. Its stability under standard conditions simplifies handling in process development workflows.

Application

Tert-butyl (S)-(1-cyanopropan-2-yl)carbamate serves as a chiral building block for the synthesis of β-amino nitriles and functionalized heterocycles. Its stability under standard reaction conditions enables reliable use in asymmetric synthesis, while the tert-butyl carbamate group facilitates straightforward deprotection. The molecule functions effectively in nucleophilic addition and coupling reactions, offering high diastereoselectivity in peptide-like scaffold construction.

Synthesis

  • Route1
    • (S)-2-((tert-butoxycarbonyl)amino)propyl methanesulfonate|CS-0338140
      126301-16-4
    • ~85%
    • In-stock
      Tert-butyl (S)-(1-cyanopropan-2-yl)carbamate|CS-0448562
      172695-22-6

    References

    • MILLENNIUM PHARMACEUTICALS, INC. Patent: WO2005/100321 A1, 2005 ; Location in patent: Page/Page column 160-161 ; WO 2005/100321 A1
  • Route2
    • null|null
      143-33-9
    • (S)-2-((tert-butoxycarbonyl)amino)propyl methanesulfonate|CS-0338140
      126301-16-4
    • ~73%
    • In-stock
      Tert-butyl (S)-(1-cyanopropan-2-yl)carbamate|CS-0448562
      172695-22-6

    References

    • Lebreton, Luc; Jost, Eric; Carboni, Bertrand; Annat, Jocelyne; Vaultier, Michel; Dutartre, Patrick; Renaut, Patrice Journal of Medicinal Chemistry, 1999 , vol. 42, # 23 p. 4749 - 4763
  • Route3

    References

    • Caputo, Romualdo; Cassano, Ersilia; Longobardo, Luigi; Palumbo, Giovanni Tetrahedron, 1995 , vol. 51, # 45 p. 12337 - 12350

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-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

To search for quality control of cas , please enter both the product number and the lot/batch number.

Computational Chemistry Data

  • TPSA   62.12
  • LogP   1.81328
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

Other Classifications

Recently Viewed Products

Leave US a Message
Upload Pictures

Key Words

  • 172695-22-6 sigma172695-22-6 manufacturer172695-22-6 price172695-22-6 structure172695-22-6 SDSbuy 172695-22-6172695-22-6 supplier172695-22-6 uses172695-22-6 molecular weightprice of 172695-22-6172695-22-6 chemical name formula of 172695-22-6
This product is not sold in the region.
Confirm
How to get a Lot Number

Lot numbers can be found on the outside label of a product:

ChemScene Label