Tel:

Email:

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

(S)-Methyl 1-tritylaziridine-2-carboxylate

  • CAS No. 75154-68-6

  • Cat. No. CS-W016726
  • Purity≥98%
  • MDL No.MFCD01863736

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

(S)-Methyl 1-tritylaziridine-2-carboxylate|CS-W016726

Structure of 75154-68-6

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

* Please select Quantity before adding items.

General Information

  • CAS No. 75154-68-6
  • Cat. No. CS-W016726
  • Purity ≥98%
  • MDL No. MFCD01863736
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₁NO₂
  • Molecular Weight 343.43
  • Synonym(s) Methyl (S)-N-Tritylaziridine-2-carboxylate
  • SMILES COC(=O)[C@@H]1CN1C(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1

Description

(S)-Methyl 1-tritylaziridine-2-carboxylate is a chiral aziridine building block featuring a trityl-protected nitrogen and a methyl ester functional group. This configuration enables stereoselective ring-opening reactions in asymmetric synthesis, where the trityl group provides robust protection against racemization. The molecule's stability under standard conditions facilitates handling and integration into complex molecular architectures.

Application

(S)-Methyl 1-tritylaziridine-2-carboxylate serves as a stereocontrolled building block for the synthesis of chiral β-amino acid derivatives and aziridine-containing heterocycles. The trityl group provides exceptional stability and facilitates purification, while the aziridine ring enables regioselective ring-opening reactions with nucleophiles under mild conditions. This reagent functions effectively in peptide-like scaffold construction and is compatible with common protecting group strategies, making it valuable for medicinal chemistry campaigns requiring enantiopure nitrogen-containing motifs.

Synthesis

  • Route1

    References

    • Willems, Johannes G. H.; Hersmis, Marco C.; De Gelder, Rene; Smits, Jan M. M.; Hammink, Jeannet B.; Dommerholt, F. Jan; Thijs, Lambertus; Zwanenburg, Binne Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 6 p. 963 - 967
  • Route2
    • null|null
      76357-12-5
    • ~99%
    • In-stock
      (S)-Methyl 1-tritylaziridine-2-carboxylate|CS-W016726
      75154-68-6

    References

    • Dugave, Christophe; Menez, Andre Tetrahedron Asymmetry, 1997 , vol. 8, # 9 p. 1453 - 1465
  • Route3
    • null|null
      151074-52-1
    • ~95%
    • In-stock
      (S)-Methyl 1-tritylaziridine-2-carboxylate|CS-W016726
      75154-68-6

    References

    • Foley, David; Pieri, Myrtani; Pettecrew, Rachel; Price, Richard; Miles, Stephen; Lam, Ho Kam; Bailey, Patrick; Meredith, David Organic and Biomolecular Chemistry, 2009 , vol. 7, # 18 p. 3652 - 3656

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-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   29.31
  • LogP   3.8357
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   5

Other Classifications

Recently Viewed Products

Leave US a Message
Upload Pictures

Key Words

  • 75154-68-6 sigma75154-68-6 manufacturer75154-68-6 price75154-68-6 structure75154-68-6 SDSbuy 75154-68-675154-68-6 supplier75154-68-6 uses75154-68-6 molecular weightprice of 75154-68-675154-68-6 chemical name formula of 75154-68-6
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