516031

Methyl (S)-(−)-N-Z-aziridine-2-carboxylate

96%

• Sinonimo/i: (2S)-1,2-Aziridinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester, (S)-N-Cbz-aziridine-2-carboxylic acid methyl ester, 1-Benzyl 2-methyl (S)-(−)-1,2-aziridinedicarboxylate, Methyl (S)-N-Cbz-aziridine-2-carboxylate
• Formula empirica (notazione di Hill): C₁₂H₁₃NO₄
• Numero CAS: 104597-98-0
• Peso molecolare: 235.24
• Numero MDL: MFCD06799020
• Codice UNSPSC: 12352005
• ID PubChem: 24873860
• NACRES: NA.22

Proprietà

• Saggio: 96%
• Attività ottica: [α]20/D −25°, c = 1 in toluene
• Indice di rifrazione: n20/D 1.519 (lit.)
• P. ebollizione: 160-165 °C/2 mmHg (lit.)
• Densità: 1.19 g/mL at 25 °C (lit.)
• Gruppo funzionale: ester; phenyl
• Stringa SMILE: COC(=O)C1CN1C(=O)OCc2ccccc2
• 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; GTZJUBQWCWZING-NKUHCKNESA-N

Descrizione

Descrizione generale

Methyl (S)-(−)-N-Z-aziridine-2-carboxylate is commonly used as an electrophilic aziridination reagent in organic synthesis. It is a chiral bicyclic lactam reagent that can be used for the synthesis of chiral aziridines from alkenes. The reagent is particularly useful in the synthesis of chiral building blocks.

Applicazioni

Methyl (S)-(−)-N-Z-aziridine-2-carboxylate can be used as a reactant in the total synthesis of α-C-mannosyltryptophan (C-Man-Trp), a naturally occurring C-glycosylamino acid. It is also used in the preparation of optically active aziridine derivatives.

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 10 - Combustible liquids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Gloves