모든 사진(1)
About This Item
실험식(Hill 표기법):
C13H13NO4S
CAS Number:
Molecular Weight:
279.31
Beilstein:
5695963
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22
추천 제품
Quality Level
분석
≥95.0%
양식
solid
불순물
≤2.0% water
mp
~95 °C
작용기
aldehyde
sulfonic acid
SMILES string
[H]C(=O)c1cc[n+](C)cc1.[O-]S(=O)(=O)c2ccccc2
InChI
1S/C7H8NO.C6H6O3S/c1-8-4-2-7(6-9)3-5-8;7-10(8,9)6-4-2-1-3-5-6/h2-6H,1H3;1-5H,(H,7,8,9)/q+1;/p-1
InChI key
HSVLGIFAXFDLMU-UHFFFAOYSA-M
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일반 설명
4-Formyl-1-methylpyridinium benzenesulfonate is a pyridinium salt widely used for the conversion of primary amines to the carbonyl compounds like aldehydes and ketones. The reaction conditions are mild, suitable for compounds with sensitive functional groups thereby providing an efficient alternative for such transformations.
애플리케이션
4-Formyl-1-methylpyridinium benzenesulfonate may be used as a reagent in the synthesis of the following:
- tetrazolic analogs of chalcones
- (+)-ferruginol
- Ecteinascidin 743
- Galipea alkaloids
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
개인 보호 장비
Eyeshields, Gloves, type N95 (US)
Jinchun Chen et al.
Journal of the American Chemical Society, 128(1), 87-89 (2006-01-05)
A convergent total synthesis of ecteinascidin 743 is realized from five building blocks of almost equal size. It takes 23 steps from l-3-hydroxy-4-methoxy-5-methyl phenylalanol (5) with an overall yield of 3%.
Ornella Mesenzani et al.
Bioorganic & medicinal chemistry letters, 21(2), 764-768 (2010-12-21)
In the chalcone scaffold, it is thought that the double bond is an important structural linker but it is likely not essential for the interaction with tubulin. Yet, it may be a potential site of metabolic degradation and interaction with
Zacharias Amara et al.
Natural product reports, 30(9), 1211-1225 (2013-07-31)
This review focuses on recent applications of the aza-Michael reaction in alkaloids total synthesis with a special emphasis on stereoselectivity. The report highlights achievements and challenges over the past five years and describes stereoselective intra- and inter-molecular conjugate addition of
Short syntheses of (+)-ferruginol from (+)-dehydroabietylamine.
Gonzalez MA and Perez-Guaita D.
Tetrahedron, 68(47), 9612-9615 (2012)
Mild and simple biomimetic conversion of amines to carbonyl compounds.
Buckley TF and Rapoport H
Journal of the American Chemical Society, 104(16), 4446-4450 (1982)
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