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

Base Information

• Chemical Name: 1-(tert-butyl-diphenyl-silanyloxy)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentan-3-ol
• CAS No.: 919608-12-1
• Molecular Formula: C₂₇H₄₀O₄Si
• Molecular Weight: 456.698
• Mol file: 919608-12-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentane-1,3-diol (919608-47-2) + tert-butylchlorodiphenylsilane (58479-61-1) → 1-(tert-butyl-diphenyl-silanyloxy)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentan-3-ol (919608-12-1)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/anie.200602860 DOI:10.1016/j.tet.2007.07.005

Reference yield:

3-[5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-pentanoyl]-4-methyl-5-phenyl-oxazolidin-2-one (919608-28-9) → 1-(tert-butyl-diphenyl-silanyloxy)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentan-3-ol (919608-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium borohydride / diethyl ether; tetrahydrofuran / 0 - 20 °C

2: 3.59 g / imidazole / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; lithium borohydride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/j.tet.2007.07.005

Reference yield:

(4S)-4,5-(isopropylidenedioxy)-1-pentanal (42890-81-3) → 1-(tert-butyl-diphenyl-silanyloxy)-5-(2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-pentan-3-ol (919608-12-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-Bu₂BOTf; TEA / CH₂Cl₂ / -40 - 0 °C

1.2: 84 percent / CH₂Cl₂ / 4.75 h / -78 - 0 °C

2.1: lithium borohydride / diethyl ether; tetrahydrofuran / 0 - 20 °C

3.1: 3.59 g / imidazole / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; TEA; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1016/j.tet.2007.07.005

upstream raw materials:

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

tert-butylchlorodiphenylsilane

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

(4S)-4,5-(isopropylidenedioxy)-1-pentanal

Downstream raw materials:

C₂₄H₃₆O₄

C₂₅H₃₄O₂Si

C₂₉H₄₀O₅S