93376-03-5

Basic information

• Product Name: magnosalicin
• Synonyms: magnosalicin
• CAS NO: 93376-03-5
• Molecular Formula: C₂₄H₃₂O₇
• Molecular Weight: 432.51
• Mol File: 93376-03-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 533.6°Cat760mmHg
• Flash Point: 209.6°C
• Appearance: /
• Density: 1.102g/cm³
• Vapor Pressure: 6.29E-11mmHg at 25°C
• Refractive Index: 1.515
• CAS DataBase Reference: magnosalicin(CAS DataBase Reference)
• NIST Chemistry Reference: magnosalicin(93376-03-5)
• EPA Substance Registry System: magnosalicin(93376-03-5)

Safety Data

• Hazardous Substances Data: 93376-03-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C24H32O7/c1-13-23(15-9-19(27-5)21(29-7)11-17(15)25-3)14(2)31-24(13)16-10-20(28-6)22(30-8)12-18(16)26-4/h9-14,23-24H,1-8H3/t13-,14-,23-,24-/m1/s1

Upstream product

• 2883-98-9 α-asarone 
• 1818-28-6 2',4',5'-trimethoxyacetophenone 
• 150988-35-5 1,3-bis(2',4',5'-trimethoxyphenyl)pent-4-en-1-one 
• 150988-34-4 (2E)-1-(2',4',5'-trimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)-2-propen-1-one 
• 4460-86-0 asaraldehyde 
• 63359-53-5 2,4,5-trimethoxyphenylacetyl chloride 

Relevant articles and documents

Synthesis of 2,3-syn-diarylpent-4-enamides via acyl-Claisen rearrangements of substituted cinnamyl morpholines: Application to the synthesis of magnosalicin

The acyl-Claisen rearrangement of substituted phenylacetyl chlorides and cinnamyl morpholines gives 2,3-syn-diarylpent-4-enamides. Electron-rich cinnamyl morpholines containing alkoxy substituents only reacted with phenylacetyl chlorides; replacement of t

The (Schiff base)vanadium(v) complex catalyzed oxidation of bromide - A new method for the in situ generation of bromine and its application in the synthesis of functionalized cyclic ethers

(Schiff base)vanadium(v) complexes 5 with tridentate imine auxiliaries served as catalysts for the oxidation of Br with tert-butyl hydroperoxide (TBHP) in nonaqueous solvents. This reaction has been applied for the conversion of substituted 4-penten-1-ols into 5-exo-bromo-cyclized products, including a diastereomerically pure heterocyclic precursor used in a synthesis of the all-trans-configured 2,3,4,5-substituted tetrahydrofuran 2-epi-magnosalicin. Treatment of co-substituted bis(homoallylic) alcohols with the reagent combination of pyHBr, TBHP, and a vanadium(v) catalyst 5 afforded 6-endo-cyclized products, i.e. brominated tetrahydropyrans, as major compounds. The results from 51V NMR, ESI-MS, and supporting reactivity- selectivity studies indicated that the mechanism of the new bromination reaction consists of vanadium-dependent and vanadium-independent steps. A (Schiff base)vanadium(v) compound 5 is required for activation of TBHP via in situ formation of the corresponding tert-butylperoxy complex. This reagent oxidizes Br-, which under the reaction conditions provides Br2 as the active brominating reagent. The molecular bromine generated thus is released into the solution at a steady rate and serves as a reagent for the synthesis of β-brominated cyclic ethers from bis(homoallylic) alcohols in a second, vanadium-independent step. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

A SIMPLE BIOGENETIC-TYPE SYNTHESIS OF MAGNOSALICIN, A NEW NEOLIGNAN WITH ANTIALLERGY ACTIVITY ISOLATED FROM MAGNOLIA SALICIFOLIA

Magnosalicin was synthesized in a single step in 15.6percent yield from α-asarone by peracetic acid oxidation.The stereochemistry of (+/-)-2,4-dimethyl-3,5-bis(4'-methoxyphenyl)tetrahydrofuran, a product of peracetic acid oxidation of anethole, was shown to be same as that of magnosalicin (2R*,3S*,4R*,5R*) by X-ray crystallographic analysis.