| Identification | Back Directory | [Name]
1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE | [CAS]
104597-98-0 | [Synonyms]
Methyl (S)-(-)-N-Z-aziridine-2-carboxylate
Methyl (S)-(-)-N-Z-aziridine-2-carboxylate 96%
1-benzyl 2-methyl (S)-aziridine-1,2-dicarboxylate
(S)-1-benzyl 2-methyl aziridine-1,2-dicarboxylate
1-BENZYL 2-METHYL (S)-(-)-1,2-AZIRIDINEDICARBOXYLATE
Methyl (S)-(-)-N-benzyloxycarbonylaziridine-2-carboxylate
(S)-N-[(Benzyloxy)carbonyl]aziridine-2-carboxylic Acid Methyl Ester
1,2-Aziridinedicarboxylic acid, 2-methyl 1-(phenylmethyl) ester, (2S)-
aziridine-1,2-dicarboxylic acid O2-methyl ester O1-(phenylmethyl) ester | [Molecular Formula]
C12H13NO4 | [MDL Number]
MFCD06799020 | [MOL File]
104597-98-0.mol | [Molecular Weight]
235.24 |
| Chemical Properties | Back Directory | [Boiling point ]
160-165 °C/2 mmHg (lit.) | [density ]
1.19 g/mL at 25 °C (lit.) | [refractive index ]
n20/D 1.519(lit.) | [Fp ]
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 Rotation]
[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 |
| Hazard Information | Back Directory | [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 |
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