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Merck
CN

516031

Sigma-Aldrich

(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

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About This Item

经验公式(希尔记法):
C12H13NO4
分子量:
235.24
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

检测方案

96%

旋光性

[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.)

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

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.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves


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