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
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关于此项目
经验公式（希尔记法）:
C12H13NO4
化学文摘社编号:
分子量:
235.24
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
96%
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
SMILES string
COC(=O)C1CN1C(=O)OCc2ccccc2
InChI key
GTZJUBQWCWZING-NKUHCKNESA-N
assay
96%
optical activity
[α]20/D −25°, c = 1 in toluene
refractive index
n20/D 1.519 (lit.)
bp
160-165 °C/2 mmHg (lit.)
density
1.19 g/mL at 25 °C (lit.)
functional group
ester, phenyl
Quality Level
General description
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.
Application
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.
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
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