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Sigma-Aldrich

4 5-DIMETHOXY-2-NITROBENZYL BROMIDE 97% (C005B-047113)

4,5-Dimethoxy-2-nitrobenzyl bromide (DMNBB, 1-(Bromomethyl)-4,5-dimethoxy-2-nitrobenzene) is a 4,5-dimethoxy-2-nitrobenzyl derivative. 4,5-Dimethoxy-2-nitrobenzyl (DMNB) group of DMNBB is used as a photolabile protecting group in caging technology

Description

General description

4,5-Dimethoxy-2-nitrobenzyl bromide (DMNBB, 1-(Bromomethyl)-4,5-dimethoxy-2-nitrobenzene) is a 4,5-dimethoxy-2-nitrobenzyl derivative. 4,5-Dimethoxy-2-nitrobenzyl (DMNB) group of DMNBB is used as a photolabile protecting group in caging technology to develop pro-drugs. Synthesis of 1-(bromomethyl)-4,5-dimethoxy-2-nitrobenzene by using 6-nitroveratraldehyde as starting reagent has been reported.

Application

4,5-Dimethoxy-2-nitrobenzyl bromide (DMNB bromide, 6-nitroveratryl bromide) is suitable reagent used in the synthesis of N-(4,5-dimethoxy-2-nitrobenzyl)vanillylamine which forms caged vanilloid. It may be used in the synthesis of the following:

  • 4-(4€²,5€²-dimethoxy-2-nitrobenzyloxy)benzaldehyde, a DMNB-caged aldehyde
  • N-[4-[(4,5-dimethoxy-2-nitrobenzyl)oxy]-3-methoxybenzyl]acetamide
  • caged derivative of pyridostatin ([C]-PDS)
  • photosensitive polyimide (PI-DMNB)
  • caged β-ecdysone
  • 4-tert-butyldimethylsilyloxy-1-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-2-(6-nitroveratrylthio)-1H-benzimidazole, an intermediate in synthesis of phosphoramidite bearing 4-hydroxy-2-mercaptobenzimidazole (SBNV) nucleobase
  • alkylation of dihydrofluorescein
  • 4-(4′,5′-Dimethoxy-2′-nitrobenzyloxy)benzaldehyde

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Specifications
UPC:
13111000
Condition:
New
Weight:
1.00 Ounces
HazmatClass:
Yes
Quantity:
1
Unit of Measurement:
GR
MPN:
392855-1G
CAS:
53413-67-5
Catalog No. C005B-047113
Price: $287.25
List Price: $319.17
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