Tel:

Email:

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

tert-Butyl 3-(cyanomethylene)azetidine-1-carboxylate

  • CAS No. 1153949-11-1

  • Cat. No. CS-0042764
  • Molecule weight194.23
  • Purity≥97%
  • MDL No.MFCD12761241

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

tert-Butyl 3-(cyanomethylene)azetidine-1-carboxylate|CS-0042764

Structure of 1153949-11-1

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

* Please select Quantity before adding items.

General Information

  • CAS No. 1153949-11-1
  • Cat. No. CS-0042764
  • Purity ≥97%
  • MDL No. MFCD12761241
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄N₂O₂
  • Molecular Weight 194.23
  • Synonym(s) tert-butyl 3-(cyanoMethylidene)azetidine-1-carboxylate
  • SMILES CC(C)(C)OC(=O)N1CC(C1)=CC#N

Description

tert-Butyl 3-(cyanomethylene)azetidine-1-carboxylate features a strained azetidine core bearing a cyanomethylene group, enabling direct functionalization at the ring junction. This electron-deficient electrophile integrates readily into cascade reactions and serves as a key intermediate in synthesizing bioactive heterocycles under mild conditions.

Application

tert-Butyl 3-(cyanomethylene)azetidine-1-carboxylate serves as a versatile building block in synthetic organic chemistry, enabling the efficient construction of azetidine-containing scaffolds. The cyanomethylene group facilitates nucleophilic addition and subsequent functionalization, while the tert-butyl ester provides bench stability and ease of removal under mild acidic conditions. This compound functions as a key intermediate in the synthesis of biologically relevant heterocycles and API candidates requiring strained ring systems.

Synthesis

  • Route1

    References

    • INCYTE CORPORATION Patent: US2009/233903 A1, 2009 ; Location in patent: Page/Page column 26-27; 58 ; US 20090233903 A1
  • Route2
    • In-stock
      tert-Butyl 3-oxoazetidine-1-carboxylate|CS-D0675
      398489-26-4
    • Cyanomethyl diethyl phosphate|CS-1648239
      50586-62-4
    • ~59%
    • In-stock
      tert-Butyl 3-(cyanomethylene)azetidine-1-carboxylate|CS-0042764
      1153949-11-1

    References

    • INCYTE CORPORATION; ZHOU, Jiacheng; LIU, Pingli; CAO, Ganfeng; WU, Yongzhong Patent: WO2013/36611 A1, 2013 ; Location in patent: Page/Page column 28; 29 ;
  • Route3

    References

    • INCYTE CORPORATION; ZHOU, Jiacheng; LIU, Pingli; CAO, Ganfeng; WU, Yongzhong Patent: WO2013/36611 A1, 2013 ;

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

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

Computational Chemistry Data

  • TPSA   53.33
  • LogP   1.68708
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

Other Classifications

Recently Viewed Products

Leave US a Message
Upload Pictures

Key Words

  • 1153949-11-1 sigma1153949-11-1 manufacturer1153949-11-1 price1153949-11-1 structure1153949-11-1 SDSbuy 1153949-11-11153949-11-1 supplier1153949-11-1 uses1153949-11-1 molecular weightprice of 1153949-11-11153949-11-1 chemical name formula of 1153949-11-1
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