4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-pyrrolidin-2-one

Base Information

Chemical Name:4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-pyrrolidin-2-one
CAS No.:627860-06-4
Molecular Formula:C₂₈H₄₃NO₃Si₂
Molecular Weight:497.825
Hs Code.:

4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-3-methyl-pyrrolidin-2-one

Synonyms:4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-pyrrolidin-2-one

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Chemical Property of 4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-pyrrolidin-2-one

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Technology Process of 4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-pyrrolidin-2-one

There total 4 articles about 4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-pyrrolidin-2-one 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: 94.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 627859-93-2
(3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-pyrrolidin-2-one

: 627860-06-4
4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-pyrrolidin-2-one

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2003.08.030

Reference yield:

: 290354-66-4
(2S)-3-(tert-Butyldiphenylsiloxy)-2-(dibenzylamino)propanal

: 627860-06-4
4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N; n-Bu₂BOTf / CH₂Cl₂ / 3 h / -78 - 0 °C

1.2: 87 percent / CH₂Cl₂ / 2.5 h / -78 - 0 °C

2.1: Me₃Al / tetrahydrofuran / -30 °C

2.2: 90 percent / tetrahydrofuran / 2.5 h / 0 °C

3.1: 65 percent / H₂ / Pd(OH)2 / methanol / 72 h / 20 °C

4.1: 94 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 20 °C

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; hydrogen; trimethylaluminum; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tetlet.2003.08.030

Reference yield:

: 627859-95-4
(2S,3S,4R)-5-(tert-Butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-2-methyl-pentanoic acid methoxy-methyl-amide

: 627860-06-4
4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-pyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / H₂ / Pd(OH)2 / methanol / 72 h / 20 °C

2: 94 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / 20 °C

With 2,6-dimethylpyridine; hydrogen; palladium dihydroxide; In methanol; dichloromethane;
DOI:10.1016/j.tetlet.2003.08.030