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Methyl (S)-(−)-N-Z-aziridine-2-carboxylate

ALDRICH/516031 - 96%

Synonym: (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

CAS Number: 104597-98-0
Empirical Formula (Hill Notation): C12H13NO4
Molecular Weight: 235.24
MDL Number: MFCD06799020
Linear Formula: C12H13NO4
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-516031-5G 5 g
 $1060.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 516031-5G.

 

assay 96%
bp 160-165 °C/2 mmHg (lit.)
density 1.19 g/mL at 25 °C (lit.)
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
optical activity [α]20/D −25°, c = 1 in toluene
refractive index n20/D 1.519 (lit.)
SMILES string COC(=O)C1CN1C(=O)OCc2ccccc2
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.
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.
Packaging: 5 g in glass bottle
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity 96%
bp 160-165 °C/2 mmHg (lit.)
Density 1.19 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.519 (lit.)
UNSPSC 12352005

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