1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE Chemical Properties

Boiling point:

160-165 °C/2 mmHg (lit.)

Density 

1.19 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.519(lit.)

Flash point:

110 °C

storage temp. 

Sealed in dry,Store in freezer, under -20°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Soluble), Dichloromethane

form 

Oil

pka

-5.65±0.40(Predicted)

color 

Colourless

optical activity

[α]20/D 25°, c = 1 in toluene

InChI

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

InChIKey

GTZJUBQWCWZING-NKUHCKNESA-N

SMILES

N1(C(OCC2=CC=CC=C2)=O)C[C@H]1C(OC)=O

Safety Information

WGK Germany 

3

Storage Class

10 - Combustible liquids

1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE Usage And Synthesis

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.

Uses

Like aziridine carboxylic acid ester derivative, (S)-1-Benzyl 2-methyl aziridine-1,2-dicarboxylate can be used for the synthetic application of chiral aziridine via esterification.

References

[1] YUEXIAN LI . Synthesis of potent BCRP inhibitor—Ko143[J]. Tetrahedron Letters, 2008, 49 9: Pages 1480-1483. DOI: 10.1016/j.tetlet.2007.12.130
[2] FRANCESCA BARTOCCINI. Total Synthesis of (?)-Clavicipitic Acid via γ,γ-Dimethylallyltryptophan (DMAT) and Chemoselective C–H Hydroxylation[J]. The Journal of Organic Chemistry, 2019, 84 12: 8027-8034. DOI: 10.1021/acs.joc.9b00879

1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE(104597-98-0)Related Product Information

• (S)-2-Aziridinecarboxylic Acid Methyl Ester
• AZIRIDINE-2-CARBOXYLIC ACID METHYL ESTER
• AZIRIDINE-1,2-DICARBOXYLIC ACID 1-BENZYL ESTER 2-METHYL ESTER
• 1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE