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CAS RN: 143112-50-9 | Product Number: A5560

(S)-(+)-DBD-APy [=(S)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]


Purity: >98.0%(HPLC)
Synonyms:
  • (S)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(3-aminopyrrolidin-1-yl)benzofurazan
  • (S)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole
Documents:
100MG
€171.00
4   ≥20 

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Product Number A5560
Purity / Analysis Method >98.0%(HPLC)
Molecular Formula / Molecular Weight C__1__2H__1__7N__5O__3S = 311.36  
Physical State (20 deg.C) Solid
Store Under Inert Gas Store under inert gas
Condition to Avoid Air Sensitive
CAS RN 143112-50-9
PubChem Substance ID 87563177
MDL Number

MFCD00191378

Specifications
Properties (reference)
Melting Point 130 °C
Specific Rotation 6° (C=1,CH3CN)
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
Related Laws:
Transport Information:
HS Number 2935909099
Application
HPLC Labeling Reagent for Chiral Carboxylic Acids

The compound 1 is an optically active HPLC fluorescence labeling reagent, which has a 2,1,3-benzoxadiazole skeleton and an amino group, and is used for optical purity determination of carboxylic acids. Labeling of racemic carboxylic acids can be done by using a mild condition such as the Mukaiyama-Corey method, and produces diastereomers without inducing racemization. These diastereomers can be separated by reversed phase HPLC, and an excellent chromatogram can be obtained by fluorescence detection at the excitation and emission wavelengths of 470 nm and 580 nm, respectively. Since their excitation and fluorescence wavelengths are at longer wavelengths, detection has less interference by contaminants. A highly sensitive analysis can be done by peroxyoxalate chemiluminescence detection.

Application example:1)
Add 0.1 mL of 10 mM labeling reagent 1 / acetonitrile solution, 0.25 mL of 2 µM carboxylic acid / acetonitrile solution, and 0.15 mL of 10 mM 2,2’-dipyridyl disulfide-triphenylphosphine / acetonitrile solution to a vessel, and react the mixture at room temperature for 4 h. Use the resultant as an HPLC sample solution.
For example, the detection limit (S/N=2) for naproxen is 10 fmol.

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