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104597-98-0

104597-98-0 Structure

104597-98-0 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

3
[Storage Class]

10 - Combustible liquids
Hazard InformationBack 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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