dithiocarbonic acid O-[2-(2,6-bis-methoxymethoxy-4-styryl-phenyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexyl] ester S-methyl ester

Base Information

• Chemical Name: dithiocarbonic acid O-[2-(2,6-bis-methoxymethoxy-4-styryl-phenyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexyl] ester S-methyl ester
• CAS No.: 925977-54-4
• Molecular Formula: C₃₆H₅₂O₆S₂Si
• Molecular Weight: 673.023

Synonyms:dithiocarbonic acid O-[2-(2,6-bis-methoxymethoxy-4-styryl-phenyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexyl] ester S-methyl ester

Chemical Property of dithiocarbonic acid O-[2-(2,6-bis-methoxymethoxy-4-styryl-phenyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexyl] ester S-methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of dithiocarbonic acid O-[2-(2,6-bis-methoxymethoxy-4-styryl-phenyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexyl] ester S-methyl ester

There total 6 articles about dithiocarbonic acid O-[2-(2,6-bis-methoxymethoxy-4-styryl-phenyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexyl] ester S-methyl ester 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: 93.0%

(2S,3S,5R,6R)-2-[2,6-Bis-methoxymethoxy-4-((E)-styryl)-phenyl]-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexanol (925977-53-3) + carbon disulfide (75-15-0,12122-00-8) + methyl iodide (74-88-4) → dithiocarbonic acid O-[2-(2,6-bis-methoxymethoxy-4-styryl-phenyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexyl] ester S-methyl ester (925977-54-4)

Guidance literature:

(2S,3S,5R,6R)-2-[2,6-Bis-methoxymethoxy-4-((E)-styryl)-phenyl]-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexanol; carbon disulfide; With sodium hydride; In tetrahydrofuran; at 50 ℃; for 2h;

methyl iodide; In tetrahydrofuran; for 5h;

DOI:10.1016/j.tet.2006.10.067

Reference yield:

((1R,4S,6R)-4-Isopropenyl-1-methyl-7-oxa-bicyclo[4.1.0]hept-2-en-2-yloxy)-trimethyl-silane (903520-30-9) → dithiocarbonic acid O-[2-(2,6-bis-methoxymethoxy-4-styryl-phenyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexyl] ester S-methyl ester (925977-54-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: magnesium; 1,2-dibromoethane / tetrahydrofuran / 0.75 h / Heating

1.2: CuCN / tetrahydrofuran / -40 - 0 °C

1.3: tetrahydrofuran / 3 h / -10 - 0 °C

2.1: KF / methanol / 1 h / 20 °C

3.1: 93 percent / imidazole; DMAP / dimethylformamide / 3 h / 20 °C

4.1: 70 percent / lithium aluminum hydride / tetrahydrofuran / 1 h / -30 °C

5.1: NaH / tetrahydrofuran; various solvent(s) / 2 h / 50 °C

5.2: 93 percent / tetrahydrofuran / 5 h

With 1H-imidazole; dmap; potassium fluoride; lithium aluminium tetrahydride; sodium hydride; magnesium; ethylene dibromide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.10.067

Reference yield:

2-Bromo-1,3-bis-methoxymethoxy-5-((E)-styryl)-benzene → dithiocarbonic acid O-[2-(2,6-bis-methoxymethoxy-4-styryl-phenyl)-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexyl] ester S-methyl ester (925977-54-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: magnesium; 1,2-dibromoethane / tetrahydrofuran / 0.75 h / Heating

1.2: CuCN / tetrahydrofuran / -40 - 0 °C

1.3: tetrahydrofuran / 3 h / -10 - 0 °C

2.1: KF / methanol / 1 h / 20 °C

3.1: 93 percent / imidazole; DMAP / dimethylformamide / 3 h / 20 °C

4.1: 70 percent / lithium aluminum hydride / tetrahydrofuran / 1 h / -30 °C

5.1: NaH / tetrahydrofuran; various solvent(s) / 2 h / 50 °C

5.2: 93 percent / tetrahydrofuran / 5 h

With 1H-imidazole; dmap; potassium fluoride; lithium aluminium tetrahydride; sodium hydride; magnesium; ethylene dibromide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.10.067

upstream raw materials:

(2S,3S,5R,6R)-2-[2,6-Bis-methoxymethoxy-4-((E)-styryl)-phenyl]-5-(tert-butyl-dimethyl-silanyloxy)-3-isopropenyl-6-methyl-cyclohexanol

carbon disulfide

methyl iodide

((1R,4S,6R)-4-Isopropenyl-1-methyl-7-oxa-bicyclo[4.1.0]hept-2-en-2-yloxy)-trimethyl-silane

Downstream raw materials:

{(1R,2R,4S,5S)-4-[2,6-Bis-methoxymethoxy-4-((E)-styryl)-phenyl]-5-isopropenyl-2-methyl-cyclohexyloxy}-tert-butyl-dimethyl-silane

2-((1S,2S,5S)-2-Isopropenyl-5-methyl-cyclohexyl)-1,3-bis-methoxymethoxy-5-((E)-styryl)-benzene

(1R,2R,4S,5S)-4-[2,6-Bis-methoxymethoxy-4-((E)-styryl)-phenyl]-5-isopropenyl-2-methyl-cyclohexanol

Methanesulfonic acid (1R,2R,4S,5S)-4-[2,6-bis-methoxymethoxy-4-((E)-styryl)-phenyl]-5-isopropenyl-2-methyl-cyclohexyl ester

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