516031

(S)-(-)-N-Z-アジリジン-2-カルボン酸メチル

96%

• 別名: (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
• 実験式（ヒル表記法）: C₁₂H₁₃NO₄
• CAS番号: 104597-98-0
• 分子量: 235.24
• MDL番号: MFCD06799020
• UNSPSCコード: 12352005
• PubChem Substance ID: 24873860
• NACRES: NA.22
• アッセイ: 96%

特性

• アッセイ: 96%
• 光学活性: [α]20/D −25°, c = 1 in toluene
• 屈折率: n20/D 1.519 (lit.)
• bp: 160-165 °C/2 mmHg (lit.)
• 密度: 1.19 g/mL at 25 °C (lit.)
• 官能基: ester; phenyl
• SMILES記法: 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
• InChI Key: GTZJUBQWCWZING-NKUHCKNESA-N

詳細

詳細

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.

アプリケーション

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.

安全性情報

• 保管分類コード: 10 - Combustible liquids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable
• 個人用保護具 (PPE): Eyeshields, Gloves