4-{6-Hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl}-5-(2-trimethylsilanyl-ethoxy)-5H-furan-2-one

Base Information

Chemical Name:4-{6-Hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl}-5-(2-trimethylsilanyl-ethoxy)-5H-furan-2-one
CAS No.:214826-20-7
Molecular Formula:C₃₀H₄₈O₅Si
Molecular Weight:516.794
Hs Code.:

Synonyms:4-{6-Hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl}-5-(2-trimethylsilanyl-ethoxy)-5H-furan-2-one

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Chemical Property of 4-{6-Hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl}-5-(2-trimethylsilanyl-ethoxy)-5H-furan-2-one

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Technology Process of 4-{6-Hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl}-5-(2-trimethylsilanyl-ethoxy)-5H-furan-2-one

There total 10 articles about 4-{6-Hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl}-5-(2-trimethylsilanyl-ethoxy)-5H-furan-2-one 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: 55.0%

: 214421-61-1
(E)-2-[3-Hydroxy-3-[5-oxo-2-(2-trimethylsilanyl-ethoxy)-2,5-dihydro-furan-3-yl]-prop-(E)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enal

: 214826-20-7
4-{6-Hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl}-5-(2-trimethylsilanyl-ethoxy)-5H-furan-2-one

Guidance literature:: In benzene; at 0 ℃; Irradiation;
DOI:10.1055/s-1998-6105

Reference yield:

: 214421-46-2
4-Bromo-5-(2-trimethylsilanyl-ethoxy)-5H-furan-2-one

: 214826-20-7
4-{6-Hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl}-5-(2-trimethylsilanyl-ethoxy)-5H-furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / (PPh₃)2PdCl₂ / acetonitrile; tetrahydrofuran / 72 h / 50 °C

2: 1.) O₃, 2.) thiourea / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) MeOH, -78 to 0 deg C

3: Me₃Al/AlCl₃ / benzene; tetrahydrofuran; toluene / 2 h / Ambient temperature

4: H₂O, SiO₂

5: 55 percent / benzene / 0 °C / Irradiation

With aluminium trichloride; water; trimethylaluminum; silica gel; ozone; thiourea; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; toluene; acetonitrile; benzene;
DOI:10.1055/s-1998-6105

Reference yield:

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

: 214826-20-7
4-{6-Hydroxy-5-[(E)-4-methyl-6-(2,6,6-trimethyl-cyclohex-1-enyl)-hex-3-enyl]-3,6-dihydro-2H-pyran-2-yl}-5-(2-trimethylsilanyl-ethoxy)-5H-furan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) Mg, I₂ / 1.) THF, 50 deg C, 30 min, 2.) THF, r.t., 2 h; reflux, 1.5 h

2: LiBr, ZnBr₂, PBr₃ / tetrahydrofuran / 5 h / -60 °C

3: LDA, DMPU / tetrahydrofuran / 1.) -78 deg C, 10 min, 2.) -78 deg C, 5 h

4: AcOH, NaOAc, H₂O / diethyl ether / 1 h

5: 100 percent / Et₃N / benzene / 0.5 h / 0 °C

6: Me₃Al/AlCl₃ / benzene; tetrahydrofuran; toluene / 2 h / Ambient temperature

7: H₂O, SiO₂

8: 55 percent / benzene / 0 °C / Irradiation

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; aluminium trichloride; water; iodine; trimethylaluminum; sodium acetate; silica gel; phosphorus tribromide; magnesium; acetic acid; triethylamine; lithium bromide; zinc dibromide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; toluene; benzene;
DOI:10.1055/s-1998-6105