47714
N-甲基吡啶-4-羰甲醛苯磺酸盐
≥95.0%
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关于此项目
经验公式（希尔记法）:
C13H13NO4S
化学文摘社编号:
分子量:
279.31
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5695963
Assay:
≥95.0%
Form:
solid
产品名称
N-甲基吡啶-4-羰甲醛苯磺酸盐, ≥95.0%
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
SMILES string
[H]C(=O)c1cc[n+](C)cc1.[O-]S(=O)(=O)c2ccccc2
InChI key
HSVLGIFAXFDLMU-UHFFFAOYSA-M
assay
≥95.0%
form
solid
impurities
≤2.0% water
mp
~95 °C
functional group
aldehyde
sulfonic acid
Quality Level
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Application
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
General description
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.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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)
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
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%.
Short syntheses of (+)-ferruginol from (+)-dehydroabietylamine.
Gonzalez MA and Perez-Guaita D.
Tetrahedron, 68(47), 9612-9615 (2012)
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
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