516031

(S)-(-)-N-Z-氮杂环丙烷-2-羧酸甲酯

96%

• 别名: (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
• 经验公式（希尔记法）: C₁₂H₁₃NO₄
• CAS号: 104597-98-0
• 分子量: 235.24
• MDL编号: MFCD06799020
• UNSPSC代码: 12352005
• PubChem化学物质编号: 24873860
• NACRES: NA.22

属性

• 方案: 96%
• 旋光性: [α]20/D −25°, c = 1 in toluene
• 折射率: n20/D 1.519 (lit.)
• 沸点: 160-165 °C/2 mmHg (lit.)
• 密度: 1.19 g/mL at 25 °C (lit.)
• 官能团: ester; phenyl
• SMILES字符串: 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

说明

一般描述

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.

应用

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.

安全信息

• 储存分类代码: 10 - Combustible liquids
• WGK: WGK 3
• 闪点(°F): Not applicable
• 闪点(°C): Not applicable
• 个人防护装备: Eyeshields, Gloves