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ChemicalBook CAS DataBase List ASTAXANTHIN
7542-45-2

ASTAXANTHIN synthesis

3synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 14 steps
1.1: NaH / tetrahydrofuran / 0 - 20 °C
1.2: 89.4 percent / tetrahydrofuran / 2 h / 20 °C
2.1: 86 percent / conc. H2SO4 / nitromethane / 0.5 h / 0 °C
3.1: 95 percent / m-chloroperbenzoic acid / ethyl acetate / 0 - 20 °C
4.1: 96.5 percent / LDA / tetrahydrofuran / -40 - 20 °C
5.1: 66 percent / pyridinium chlorochromate / CH2Cl2 / 0 - 20 °C
6.1: p-toluenesulfonic acid; trimethyl orthoformate
6.2: 89 percent / HCl / acetone
7.1: 72 percent / DIBAL-H / petroleum ether / 1 h / -60 - 20 °C
8.1: nBuLi / tetrahydrofuran / -20 °C
8.2: 79 percent / tetrahydrofuran / 1 h / 0 - 20 °C
9.1: 52 percent / DIBAL-H / petroleum ether / -80 - -20 °C
10.1: 97 percent / HCl / acetone; H2O
11.1: LDA / tetrahydrofuran / 0.17 h / -20 °C
11.2: 69 percent / (+)-(8,8-dichlorocamphorsulfonyl)oxaziridine / tetrahydrofuran / 1.25 h / -20 - 20 °C
12.1: HBr / CH2Cl2 / 0 °C
13.1: 1,2-epoxybutane / ethyl acetate / 24 h / 20 °C
14.1: 55 percent / various solvent(s) / 20 h / 63 °C

References:

Jansen, Frans Jos H. M.;Lugtenburg, Johan [European Journal of Organic Chemistry,2000,# 5,p. 829 - 836]

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