2-(5-tert-butyldiphenylsiloxy-4-tert-butyldiphenylsiloxymethyl-4-hydroxypentyl)-2-methyl-1,3-dioxolane

Base Information

• Chemical Name: 2-(5-tert-butyldiphenylsiloxy-4-tert-butyldiphenylsiloxymethyl-4-hydroxypentyl)-2-methyl-1,3-dioxolane
• CAS No.: 453508-95-7
• Molecular Formula: C₄₂H₅₆O₅Si₂
• Molecular Weight: 697.075
• Mol file: 453508-95-7.mol

Synonyms:2-(5-tert-butyldiphenylsiloxy-4-tert-butyldiphenylsiloxymethyl-4-hydroxypentyl)-2-methyl-1,3-dioxolane

Chemical Property of 2-(5-tert-butyldiphenylsiloxy-4-tert-butyldiphenylsiloxymethyl-4-hydroxypentyl)-2-methyl-1,3-dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(5-tert-butyldiphenylsiloxy-4-tert-butyldiphenylsiloxymethyl-4-hydroxypentyl)-2-methyl-1,3-dioxolane

There total 1 articles about 2-(5-tert-butyldiphenylsiloxy-4-tert-butyldiphenylsiloxymethyl-4-hydroxypentyl)-2-methyl-1,3-dioxolane 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: 86.0%

ethylene-cetal de la bromo-5 pentanone-2 (24400-75-7) + 1,3-bis[[tert-butyl(diphenyl)silyl]oxy]propan-2-one (172843-10-6) → 2-(5-tert-butyldiphenylsiloxy-4-tert-butyldiphenylsiloxymethyl-4-hydroxypentyl)-2-methyl-1,3-dioxolane (453508-95-7)

Guidance literature:

ethylene-cetal de la bromo-5 pentanone-2; With magnesium; methyl iodide; In tetrahydrofuran; at 20 ℃; for 0.5h;

1,3-bis[[tert-butyl(diphenyl)silyl]oxy]propan-2-one; In tetrahydrofuran; at -78 ℃; for 6h;

DOI:10.1016/S0957-4166(02)00085-X

Reference yield:

2-(5-tert-butyldiphenylsiloxy-4-tert-butyldiphenylsiloxymethyl-4-hydroxypentyl)-2-methyl-1,3-dioxolane (453508-95-7) → (1S,5R)-5-methyl-1-para-toluenesulfonyloxymethyl-6,8-dioxabicyclo[3.2.1]octane (111650-02-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5 h / 20 °C

2: Pseudomonas spec. lipase; molecular sieves 4 Angstroem / benzene / 1.5 h / 20 °C

3: 4-dimethylaminopyridine; pyridine / 24 h / 20 °C

4: 106.6 mg / p-toluenesulfonic acid monohydrate / CH₂Cl₂; H₂O / 72 h / 20 °C

With pyridine; dmap; 4 A molecular sieve; Pseudomonas spec. lipase; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; benzene;

DOI:10.1016/S0957-4166(02)00085-X

Reference yield:

2-(5-tert-butyldiphenylsiloxy-4-tert-butyldiphenylsiloxymethyl-4-hydroxypentyl)-2-methyl-1,3-dioxolane (453508-95-7) → Acetic acid (S)-2-hydroxy-5-(2-methyl-[1,3]dioxolan-2-yl)-2-(toluene-4-sulfonyloxymethyl)-pentyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5 h / 20 °C

2: Pseudomonas spec. lipase; molecular sieves 4 Angstroem / benzene / 1.5 h / 20 °C

3: 4-dimethylaminopyridine; pyridine / 24 h / 20 °C

With pyridine; dmap; 4 A molecular sieve; Pseudomonas spec. lipase; tetrabutyl ammonium fluoride; In tetrahydrofuran; benzene;

DOI:10.1016/S0957-4166(02)00085-X

upstream raw materials:

ethylene-cetal de la bromo-5 pentanone-2

1,3-bis[[tert-butyl(diphenyl)silyl]oxy]propan-2-one

Downstream raw materials:

(1S,5R)-5-methyl-1-para-toluenesulfonyloxymethyl-6,8-dioxabicyclo[3.2.1]octane