2-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-1-methyl-cyclohexanol

Base Information

• Chemical Name: 2-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-1-methyl-cyclohexanol
• CAS No.: 852674-78-3
• Molecular Formula: C₂₈H₃₉NO₂Si
• Molecular Weight: 449.709
• Mol file: 852674-78-3.mol

Synonyms:2-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-1-methyl-cyclohexanol

Chemical Property of 2-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-1-methyl-cyclohexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-1-methyl-cyclohexanol

There total 3 articles about 2-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-1-methyl-cyclohexanol 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: 49.0%

[1-(tert-butyl-diphenyl-silanyloxymethyl)-9-(2-methyl-[1,3]dioxolan-2-yl)-4-oxo-nonyl]-carbamic acid tert-butyl ester (852674-76-1) → 2-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-1-methyl-cyclohexanol (852674-78-3) + 7-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-heptan-2-one

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at -10 - 20 ℃;

DOI:10.1021/jo0501846

Reference yield:

(S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate (138629-30-8,138871-56-4) → 2-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-1-methyl-cyclohexanol (852674-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-BuLi / diethyl ether / 2 h / -78 °C

1.2: 66 percent / diethyl ether; tetrahydrofuran / 3.5 h / -78 °C

2.1: 30 percent / TFA / CH₂Cl₂ / -10 - 20 °C

With tert.-butyl lithium; trifluoroacetic acid; In diethyl ether; dichloromethane;

DOI:10.1021/jo0501846

Reference yield:

2-(5-iodopentyl)-2-methyl-1,3-dioxolane (121407-72-5) → 2-[5-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydro-3H-pyrrol-2-yl]-1-methyl-cyclohexanol (852674-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: t-BuLi / diethyl ether / 2 h / -78 °C

1.2: 66 percent / diethyl ether; tetrahydrofuran / 3.5 h / -78 °C

2.1: 30 percent / TFA / CH₂Cl₂ / -10 - 20 °C

With tert.-butyl lithium; trifluoroacetic acid; In diethyl ether; dichloromethane;

DOI:10.1021/jo0501846

upstream raw materials:

[1-(tert-butyl-diphenyl-silanyloxymethyl)-9-(2-methyl-[1,3]dioxolan-2-yl)-4-oxo-nonyl]-carbamic acid tert-butyl ester

(S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate

2-(5-iodopentyl)-2-methyl-1,3-dioxolane