2-trimethylsilyl-4-<(3E,7E)-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-8-methyl-4-formyl-1-hydroxy-3,7-decadien-1-yl>-furan

Base Information

Chemical Name:2-trimethylsilyl-4-<(3E,7E)-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-8-methyl-4-formyl-1-hydroxy-3,7-decadien-1-yl>-furan
CAS No.:110202-12-5
Molecular Formula:C₂₈H₄₄O₃Si
Molecular Weight:456.741
Hs Code.:

Synonyms:2-trimethylsilyl-4-<(3E,7E)-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-8-methyl-4-formyl-1-hydroxy-3,7-decadien-1-yl>-furan

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Chemical Property of 2-trimethylsilyl-4-<(3E,7E)-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-8-methyl-4-formyl-1-hydroxy-3,7-decadien-1-yl>-furan

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Technology Process of 2-trimethylsilyl-4-<(3E,7E)-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-8-methyl-4-formyl-1-hydroxy-3,7-decadien-1-yl>-furan

There total 25 articles about 2-trimethylsilyl-4-<(3E,7E)-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-8-methyl-4-formyl-1-hydroxy-3,7-decadien-1-yl>-furan which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 52.0%

: 110202-11-4
Trimethyl-[(1Z,5E)-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-2-vinyl-octa-1,5-dienyloxy]-silane

: 105426-88-8
2-(trimethylsilyl)-4-furaldehyde

: 110202-12-5
2-trimethylsilyl-4-<(3E,7E)-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-8-methyl-4-formyl-1-hydroxy-3,7-decadien-1-yl>-furan

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -55 ℃;
DOI:10.1016/S0040-4039(00)84996-5

Reference yield: 42.0%

: 160084-18-4
2-trimethylsilyl-4-<(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-4-hydroxymethyl-1-hydroxy-2,6-nonadien-1-yl>-furan

: 110202-12-5
2-trimethylsilyl-4-<(3E,7E)-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-8-methyl-4-formyl-1-hydroxy-3,7-decadien-1-yl>-furan

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; acetonitrile; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85353-9

Reference yield:

: 17283-81-7
4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on

: 110202-12-5
2-trimethylsilyl-4-<(3E,7E)-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-8-methyl-4-formyl-1-hydroxy-3,7-decadien-1-yl>-furan

Guidance literature:: Multi-step reaction with 12 steps

1: lithium diisopropylamide / tetrahydrofuran; hexane / -80 deg C, 15 min, 1h to rt., 2h, rt

2: lithium diisopropylamide / tetrahydrofuran; hexane / 3 h / Ambient temperature

3: 1.) zirconocene dichloride; 2.) n-butyllithium / 1.) CH₂Cl₂/hexanes, rt., 3 h; 2.) pentane/hexanes, -80 deg C; 3.) THF/Et₂O, rt., 18 h

4: triethylamine / CH₂Cl₂ / 0.67 h / -10 °C

5: LiBr / acetone / 3 h / Heating

6: 85 percent / Mg, dibromoethane, EtMgBr / diethyl ether / 8 h / Heating

7: 98 percent / DMAP, imidazole / CH₂Cl₂ / 4 h / Ambient temperature

8: tetra-n-butylammonium chloride, ethyl chloroformate, K₂CO₃ / tetrahydrofuran / 0.33 h / Ambient temperature

9: n-butyllithium / tetrahydrofuran; various solvent(s) / 12 h / -80 °C

10: HgCl₂, CaCO₃ / acetonitrile; H₂O / 4 h / Heating

11: NaBH₄ / ethanol / 2 h / Ambient temperature

12: 42 percent / tetra-n-propylammmonium perruthenate, crushed 4 Angstroem molecular sieves, N-methylmorpholine N-oxide / CH₂Cl₂; acetonitrile / 3 h / Ambient temperature

With 1H-imidazole; dmap; sodium tetrahydroborate; n-butyllithium; tetrapropylammonium perruthennate; 1,1-Dibromoethane; 4 A molecular sieve; zirconocene dichloride; ethylmagnesium bromide; tetrabutyl-ammonium chloride; chloroformic acid ethyl ester; potassium carbonate; magnesium; 4-methylmorpholine N-oxide; triethylamine; calcium carbonate; mercury dichloride; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; acetone; acetonitrile;
DOI:10.1016/S0040-4020(01)85353-9