(5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(2,4-dimethoxy-benzyl)-6-methyl-piperidine-2,4-dione

Base Information

Chemical Name:(5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(2,4-dimethoxy-benzyl)-6-methyl-piperidine-2,4-dione
CAS No.:1026532-72-8
Molecular Formula:C₂₁H₃₃NO₅Si
Molecular Weight:407.582
Hs Code.:

Synonyms:(5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(2,4-dimethoxy-benzyl)-6-methyl-piperidine-2,4-dione

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Chemical Property of (5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(2,4-dimethoxy-benzyl)-6-methyl-piperidine-2,4-dione

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Technology Process of (5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(2,4-dimethoxy-benzyl)-6-methyl-piperidine-2,4-dione

There total 5 articles about (5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(2,4-dimethoxy-benzyl)-6-methyl-piperidine-2,4-dione 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:

: 898831-84-0
(2S,3S)-2-(tert-butyldimethylsilanyloxy)-3-[(2,4-dimethoxybenzyl)ethoxycarbonylacetylamino]butyric acid ethyl ester

: 1026532-72-8
(5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(2,4-dimethoxy-benzyl)-6-methyl-piperidine-2,4-dione

Guidance literature:: (2S,3S)-2-(tert-butyldimethylsilanyloxy)-3-[(2,4-dimethoxybenzyl)ethoxycarbonylacetylamino]butyric acid ethyl ester; With sodium ethanolate; In ethanol; at 0 - 20 ℃; for 2.5h;

With water; In acetonitrile; for 2h; Heating;
DOI:10.1021/jo0606002

Reference yield:

: (2S,3S)-3-Benzylamino-2-(tert-butyl-dimethyl-silanyloxy)-butyric acid ethyl ester

: 1026532-72-8
(5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(2,4-dimethoxy-benzyl)-6-methyl-piperidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂; AcOH / Pd(OH)2/C / ethanol / 2 h / 20 °C

2.1: 4.43 g / NaBH(OAc)3 / 1,2-dichloro-ethane / 10 h / 20 °C

3.1: 80.1 percent / (i-Pr)2NEt / CH₂Cl₂ / 10 h / 20 °C

4.1: NaOEt / ethanol / 2.5 h / 0 - 20 °C

4.2: H₂O / acetonitrile / 2 h / Heating

With hydrogen; sodium ethanolate; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo0606002

Reference yield:

: 898831-82-8
(2S,3S)-3-[benzyl(2-nitrobenzenesulfonyl)amino]-2-(tert-butyldimethylsilanyloxy)butyric acid ethyl ester

: 1026532-72-8
(5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-(2,4-dimethoxy-benzyl)-6-methyl-piperidine-2,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: LiOH*2H₂O; mercaptoacetic acid / dimethylformamide / 4 h

2.1: H₂; AcOH / Pd(OH)2/C / ethanol / 2 h / 20 °C

3.1: 4.43 g / NaBH(OAc)3 / 1,2-dichloro-ethane / 10 h / 20 °C

4.1: 80.1 percent / (i-Pr)2NEt / CH₂Cl₂ / 10 h / 20 °C

5.1: NaOEt / ethanol / 2.5 h / 0 - 20 °C

5.2: H₂O / acetonitrile / 2 h / Heating

With lithium hydroxide; hydrogen; sodium ethanolate; sodium tris(acetoxy)borohydride; acetic acid; mercaptoacetic acid; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0606002