516031

(S)-(-)-N-Z-氮杂环丙烷-2-羧酸甲酯

96%

• 同義詞: (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
• 經驗公式（希爾表示法）: C₁₂H₁₃NO₄
• CAS號碼: 104597-98-0
• 分子量：: 235.24
• MDL號碼: MFCD06799020
• 分類程式碼代碼: 12352005
• PubChem物質ID: 24873860
• NACRES: NA.22

屬性

• 化驗: 96%
• 光學活性: [α]20/D −25°, c = 1 in toluene
• 折射率: 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 字串: 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 密鑰: GTZJUBQWCWZING-NKUHCKNESA-N

描述

一般說明

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.

應用

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.

安全資訊

• 儲存類別代碼: 10 - Combustible liquids
• 水污染物質分類（WGK）: WGK 3
• 閃點（°F）: Not applicable
• 閃點（°C）: Not applicable
• 個人防護裝備: Eyeshields, Gloves