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ChemicalBook CAS DataBase List VIOLAXANTHIN
126-29-4

VIOLAXANTHIN synthesis

3synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 11 steps
1: 1.) CH(OEt)3; 2.) TsOH*H2O / 1.) H2SO4, 12 deg C, 1440 min; 2.) Et2O, H2O, 5 min, r.t.
2: LiAlH4 / various solvent(s) / 2.5 h / 55 °C
3: 93 percent / Ti(i-PrO), t-BuOOH / CH2Cl2; 2,2,4-trimethyl-pentane / -67 °C
4: 91 percent / pyridine / 4 h / 0 °C
5: 87 percent / MgSO4, H2O, montmorillonite / toluene / 0.05 h
7: oxalyl chloride, (i-Pr)2EtN, DMSO / CH2Cl2 / 4 h
8: t-BuOK / tetrahydrofuran / 4 h / Ambient temperature
9: 94 percent / DIBAH, H2O, MeOH / diethyl ether; hexane / 1 h / Ambient temperature
10: 91 percent / MnO2 / ethyl acetate / 2.5 h / Ambient temperature
11: methanol / 30 min, -50 deg C, 2 h, -10 deg C, 12 h, r.t.

References:

Acemoglu, Murat;Uebelhart, Peter;Rey, Max;Eugster, Conrad Hans [Helvetica Chimica Acta,1988,vol. 71,p. 931 - 956]

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