A chiral building block
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Product Type

Biochemicals
Synthetic Intermediates & Building Blocks

Research Area

Methyl (S)-(–)-N-Z-Aziridine-2-carboxylate

Item No. 20731

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S)-1,2-aziridinedicarboxylic acid, 2-methyl 1-(phenylmethyl) ester
CAS Number
104597-98-0
Molecular Formula
C12H13NO4
Formula Weight
235.2
Purity
≥98%
Formulation (Request formulation change)
A neat oil
Solubility(Learn about Variance in Solubility)
DMF: 30mg/mLDMF:PBS (pH 7.2) (1:7): 0.125mg/mLDMSO: 20mg/mLEthanol: 20mg/mL
λmax
258 nm
SMILES
O=C(OCC1=CC=CC=C1)N2C[C@H]2C(OC)=O
InChi Code
InChI=1S/C12H13NO4/c1-16-11(14)10-7-13(10)12(15)17-8-9-5-3-2-4-6-9/h2-6,10H,7-8H2,1H3/t10-,13?/m0/s1
InChi Key
GTZJUBQWCWZING-NKUHCKNESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    100 mg

    $36

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    250 mg

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    500 mg

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    1 g

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    Product Description

    Methyl (S)-(–)-N-Z-aziridine-2-carboxylate is a chiral building block that is commonly used in the organic stereoselective synthesis of various compounds, including anticancer agents, antibiotics, and enzyme inhibitors.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, Y., Hayman, E., Plesescu, M., et al. Synthesis of potent BCRP inhibitor - Kol143. Tetrahedron Lett. 49(9), 1480–1483 (2008).

    2. Bartoccini, F., Venturi, S., Retini, M., et al. Total synthesis of (−)-clavicipitic acid via γ,γ-dimethylallyltryptophan (DMAT) and chemoselective C-H hydroxylation. The Journal of Organic Chemistry 84(12), 8027-8034 (2019).