{5-[2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-tetrahydro-furan-2-yl}-methanol

Base Information

• Chemical Name: {5-[2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-tetrahydro-furan-2-yl}-methanol
• CAS No.: 919608-13-2
• Molecular Formula: C₂₄H₃₄O₃Si
• Molecular Weight: 398.618
• Mol file: 919608-13-2.mol

Synonyms:{5-[2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-tetrahydro-furan-2-yl}-methanol

Chemical Property of {5-[2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-tetrahydro-furan-2-yl}-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {5-[2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-tetrahydro-furan-2-yl}-methanol

There total 6 articles about {5-[2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-tetrahydro-furan-2-yl}-methanol 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: 80.0%

methanesulfonic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4,5-dihydroxy-pentyl ester (919608-30-3) → {5-[2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-tetrahydro-furan-2-yl}-methanol (919608-13-2)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1002/anie.200602860

Reference yield:

5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentane-1,3-diol (919608-47-2) → {5-[2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-tetrahydro-furan-2-yl}-methanol (919608-13-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 3.59 g / imidazole / CH₂Cl₂ / 1 h / 20 °C

2: 98 percent / TEA / CH₂Cl₂ / 0 - 20 °C

3: 84 percent / CSA; methanol / 2 h / 20 °C

4: 80 percent / sodium hexamethyldisilazide / tetrahydrofuran / 0 - 20 °C

With 1H-imidazole; methanol; TEA; camphor-10-sulfonic acid; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 4: Williamson ether synthesis;

DOI:10.1016/j.tet.2007.07.005

Reference yield:

1-(tert-butyl-diphenyl-silanyloxy)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentan-3-ol (919608-12-1) → {5-[2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-tetrahydro-furan-2-yl}-methanol (919608-13-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / TEA / CH₂Cl₂ / 0 - 20 °C

2: 84 percent / CSA; methanol / 2 h / 20 °C

3: 80 percent / sodium hexamethyldisilazide / tetrahydrofuran / 0 - 20 °C

With methanol; TEA; camphor-10-sulfonic acid; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 3: Williamson ether synthesis;

DOI:10.1016/j.tet.2007.07.005

upstream raw materials:

methanesulfonic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4,5-dihydroxy-pentyl ester

5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentane-1,3-diol

3-[5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one

1-(tert-butyl-diphenyl-silanyloxy)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentan-3-ol

Downstream raw materials:

3-benzyloxy-4-(5-methyl-tetrahydro-furan-2-yl)-pentanal

2-(2-benzyloxy-1-methyl-pent-4-enyl)-5-methyl-tetrahydro-furan

5-benzyloxy-3-hydroxy-6-(5-methyl-tetrahydro-furan-2-yl)-heptanal

6-benzyloxy-7-(5-methyl-tetrahydro-furan-2-yl)-oct-1-en-4-ol