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

Base Information

Chemical Name:(3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-pyrrolidin-2-one
CAS No.:627859-93-2
Molecular Formula:C₂₂H₂₉NO₃Si
Molecular Weight:383.563
Hs Code.:

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

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Chemical Property of (3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-pyrrolidin-2-one

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Technology Process of (3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-3-methyl-pyrrolidin-2-one

There total 3 articles about (3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-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: 65.0%

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

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

Guidance literature:: With hydrogen; palladium dihydroxide; In methanol; at 20 ℃; for 72h;
DOI:10.1016/j.tetlet.2003.08.030

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 627859-94-3
(S)-4-Benzyl-3-[(2S,3S,4R)-5-(tert-butyl-diphenyl-silanyloxy)-4-dibenzylamino-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one

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

Guidance literature:: Multi-step reaction with 2 steps

1.1: Me₃Al / tetrahydrofuran / -30 °C

1.2: 90 percent / tetrahydrofuran / 2.5 h / 0 °C

2.1: 65 percent / H₂ / Pd(OH)2 / methanol / 72 h / 20 °C

With hydrogen; trimethylaluminum; palladium dihydroxide; In tetrahydrofuran; methanol;
DOI:10.1016/j.tetlet.2003.08.030