Cyclohexanone, 4-[(methoxymethoxy)methyl]-3-methyl-3-(4-methyl-3-pentenyl)-2-[[[tris(1- methylethyl)silyl]oxy]methyl]-, (3S,4R)-

Base Information

• Chemical Name: Cyclohexanone, 4-[(methoxymethoxy)methyl]-3-methyl-3-(4-methyl-3-pentenyl)-2-[[[tris(1- methylethyl)silyl]oxy]methyl]-, (3S,4R)-
• CAS No.: 802622-28-2
• Molecular Formula: C26H50O4Si
• Molecular Weight: 454.766
• Mol file: 802622-28-2.mol

Synonyms:

Chemical Property of Cyclohexanone, 4-[(methoxymethoxy)methyl]-3-methyl-3-(4-methyl-3-pentenyl)-2-[[[tris(1- methylethyl)silyl]oxy]methyl]-, (3S,4R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexanone, 4-[(methoxymethoxy)methyl]-3-methyl-3-(4-methyl-3-pentenyl)-2-[[[tris(1- methylethyl)silyl]oxy]methyl]-, (3S,4R)-

There total 11 articles about Cyclohexanone, 4-[(methoxymethoxy)methyl]-3-methyl-3-(4-methyl-3-pentenyl)-2-[[[tris(1- methylethyl)silyl]oxy]methyl]-, (3S,4R)- 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:

2-methylhept-2-en-6-yne (22842-10-0) → 4-methoxymethoxymethyl-3-methyl-3-(4-methylpent-3-enyl)-2-(triisopropylsiloxymethyl)cyclohexanone (802622-28-2)

Guidance literature:

Multi-step reaction with 11 steps

1.1: i-PrMgCl / tetrahydrofuran / 1 h / 0 °C

1.2: 88 percent / tetrahydrofuran / 1.5 h / -78 - 0 °C

2.1: CuI / tetrahydrofuran; diethyl ether / 0.67 h / 0 °C

2.2: tetrahydrofuran; diethyl ether / -78 °C

2.3: 100 percent / tetrahydrofuran; diethyl ether / 4 h / -78 °C

3.1: 99 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

4.1: 76 percent / imidazole / dimethylformamide / 24 h / 20 °C

5.1: 83 percent / molecular sieves 4 Angstroem; NMO; TPAP / CH₂Cl₂ / 0.5 h / 20 °C

6.1: 69 percent / Huenig base / CH₂Cl₂ / 5 h / -78 - 0 °C

7.1: (R,R)-2,6-bis(4-(4-EtO-C₆H₄)-4,5-H₂-1,3-oxazol-2-yl)pyridine; FeBr₃; AgSbF₆ / molecular sieves 5 Angstroem / CH₂Cl₂ / 0.25 h / 20 °C

7.2: CH₂Cl₂ / 30 h / -70 °C

8.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

8.2: tetrahydrofuran / 0.5 h / 0 °C

9.1: LiAlH₄ / tetrahydrofuran / 0.17 h / 0 °C

10.1: Huenig base; TBAI / 1,2-dichloro-ethane / 2 h / 20 °C

11.1: AcOH; TBAF / tetrahydrofuran / 24 h / 20 °C

11.2: imidazole / dimethylformamide / 22 h / 0 - 20 °C

With 1H-imidazole; silver hexafluoroantimonate; copper(l) iodide; ferric(III) bromide; lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; isopropylmagnesium chloride; tetra-(n-butyl)ammonium iodide; acetic acid; N-ethyl-N,N-diisopropylamine; (R,R)-2,6-bis(4-(4-EtO-C₆H₄)-4,5-H₂-1,3-oxazol-2-yl)pyridine; 5A molecular sieve; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 7.2: enantioselective Diels-Alder reaction;

Reference yield:

7-methyl-6-octen-2-ynoic acid ethyl ester (54345-41-4) → 4-methoxymethoxymethyl-3-methyl-3-(4-methylpent-3-enyl)-2-(triisopropylsiloxymethyl)cyclohexanone (802622-28-2)

Guidance literature:

Multi-step reaction with 10 steps

1.1: CuI / tetrahydrofuran; diethyl ether / 0.67 h / 0 °C

1.2: tetrahydrofuran; diethyl ether / -78 °C

1.3: 100 percent / tetrahydrofuran; diethyl ether / 4 h / -78 °C

2.1: 99 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

3.1: 76 percent / imidazole / dimethylformamide / 24 h / 20 °C

4.1: 83 percent / molecular sieves 4 Angstroem; NMO; TPAP / CH₂Cl₂ / 0.5 h / 20 °C

5.1: 69 percent / Huenig base / CH₂Cl₂ / 5 h / -78 - 0 °C

6.1: (R,R)-2,6-bis(4-(4-EtO-C₆H₄)-4,5-H₂-1,3-oxazol-2-yl)pyridine; FeBr₃; AgSbF₆ / molecular sieves 5 Angstroem / CH₂Cl₂ / 0.25 h / 20 °C

6.2: CH₂Cl₂ / 30 h / -70 °C

7.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

7.2: tetrahydrofuran / 0.5 h / 0 °C

8.1: LiAlH₄ / tetrahydrofuran / 0.17 h / 0 °C

9.1: Huenig base; TBAI / 1,2-dichloro-ethane / 2 h / 20 °C

10.1: AcOH; TBAF / tetrahydrofuran / 24 h / 20 °C

10.2: imidazole / dimethylformamide / 22 h / 0 - 20 °C

With 1H-imidazole; silver hexafluoroantimonate; copper(l) iodide; ferric(III) bromide; lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; acetic acid; N-ethyl-N,N-diisopropylamine; (R,R)-2,6-bis(4-(4-EtO-C₆H₄)-4,5-H₂-1,3-oxazol-2-yl)pyridine; 5A molecular sieve; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 6.2: enantioselective Diels-Alder reaction;

Reference yield:

2-(1,5-dimethylhex-4-enylidene)butane-1,3-diol → 4-methoxymethoxymethyl-3-methyl-3-(4-methylpent-3-enyl)-2-(triisopropylsiloxymethyl)cyclohexanone (802622-28-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 76 percent / imidazole / dimethylformamide / 24 h / 20 °C

2.1: 83 percent / molecular sieves 4 Angstroem; NMO; TPAP / CH₂Cl₂ / 0.5 h / 20 °C

3.1: 69 percent / Huenig base / CH₂Cl₂ / 5 h / -78 - 0 °C

4.1: (R,R)-2,6-bis(4-(4-EtO-C₆H₄)-4,5-H₂-1,3-oxazol-2-yl)pyridine; FeBr₃; AgSbF₆ / molecular sieves 5 Angstroem / CH₂Cl₂ / 0.25 h / 20 °C

4.2: CH₂Cl₂ / 30 h / -70 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

5.2: tetrahydrofuran / 0.5 h / 0 °C

6.1: LiAlH₄ / tetrahydrofuran / 0.17 h / 0 °C

7.1: Huenig base; TBAI / 1,2-dichloro-ethane / 2 h / 20 °C

8.1: AcOH; TBAF / tetrahydrofuran / 24 h / 20 °C

8.2: imidazole / dimethylformamide / 22 h / 0 - 20 °C

With 1H-imidazole; silver hexafluoroantimonate; ferric(III) bromide; lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; acetic acid; N-ethyl-N,N-diisopropylamine; (R,R)-2,6-bis(4-(4-EtO-C₆H₄)-4,5-H₂-1,3-oxazol-2-yl)pyridine; 5A molecular sieve; In tetrahydrofuran; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 4.2: enantioselective Diels-Alder reaction;

upstream raw materials:

triisopropylsilyl chloride

(3S,4R)-4-methoxymethoxymethyl-3-methyl-3-(4-methylpent-3-enyl)-1-(triisopropylsiloxy)-2-(triisopropylsiloxymethyl)cyclohex-1-ene

2-methylhept-2-en-6-yne

7-methyl-6-octen-2-ynoic acid ethyl ester

Downstream raw materials:

4-methoxymethoxymethyl-3-methyl-6-(3-methylbut-2-enyl)-3-(4-methylpent-3-enyl)-2-(triisopropylsiloxymethyl)cyclohexanone

Refernces