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47714

Sigma-Aldrich

4-Formyl-1-methylpyridinium benzenesulfonate

≥95.0%

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모든 사진(1)

About This Item

실험식(Hill 표기법):
C13H13NO4S
CAS Number:
82228-89-5
Molecular Weight:
279.31
Beilstein:
5695963
MDL number:
MFCD00043164
UNSPSC 코드:
12352100
PubChem Substance ID:
57651088
NACRES:
NA.22

Quality Level

100

분석

≥95.0%

형태

solid

불순물

≤2.0% water

mp

~95 °C

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

유사한 제품을 찾으십니까? 방문 제품 비교 안내

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)

시험 성적서(COA)

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문서 라이브러리 방문

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
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
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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