3-[3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-phenyl]-3-hydroxy-1-(2-thioxo-thiazolidin-3-yl)-propan-1-one

Base Information

Chemical Name:3-[3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-phenyl]-3-hydroxy-1-(2-thioxo-thiazolidin-3-yl)-propan-1-one
CAS No.:691012-75-6
Molecular Formula:C₁₉H₂₈ClNO₄S₂Si
Molecular Weight:462.106
Hs Code.:

3-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-phenyl]-3-hydroxy-1-(2-thioxo-thiazolidin-3-yl)-propan-1-one

Synonyms:3-[3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-phenyl]-3-hydroxy-1-(2-thioxo-thiazolidin-3-yl)-propan-1-one

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Chemical Property of 3-[3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-phenyl]-3-hydroxy-1-(2-thioxo-thiazolidin-3-yl)-propan-1-one

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Technology Process of 3-[3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-phenyl]-3-hydroxy-1-(2-thioxo-thiazolidin-3-yl)-propan-1-one

There total 3 articles about 3-[3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-phenyl]-3-hydroxy-1-(2-thioxo-thiazolidin-3-yl)-propan-1-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: 64.0%

: 76397-53-0
3-acetylthiazolidine-2-thione

: 691012-74-5
3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-benzaldehyde

: 691012-75-6
3-[3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-phenyl]-3-hydroxy-1-(2-thioxo-thiazolidin-3-yl)-propan-1-one

Guidance literature:: With 1-ethyl-piperidine; tin(II) trifluoromethanesulfonate; chiral diamine; In dichloromethane; at -95 ℃; for 10h;
DOI:10.1016/j.tet.2004.02.020

Reference yield:

: 37687-57-3
2-chloro-3-hydroxy-4-methoxybenzaldehyde

: 691012-75-6
3-[3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-phenyl]-3-hydroxy-1-(2-thioxo-thiazolidin-3-yl)-propan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / imidazole / dimethylformamide / 0.75 h / 20 °C

2: 64 percent / stannous triflate; N-ethyl piperidine; chiral diamine / CH₂Cl₂ / 10 h / -95 °C

With 1-ethyl-piperidine; 1H-imidazole; tin(II) trifluoromethanesulfonate; chiral diamine; In dichloromethane; N,N-dimethyl-formamide; 2: asymmetric Mukaiyama aldol reaction;
DOI:10.1016/j.tet.2004.02.020

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 691012-75-6
3-[3-(tert-butyl-dimethyl-silanyloxy)-2-chloro-4-methoxy-phenyl]-3-hydroxy-1-(2-thioxo-thiazolidin-3-yl)-propan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / imidazole / dimethylformamide / 0.75 h / 20 °C

2: 64 percent / stannous triflate; N-ethyl piperidine; chiral diamine / CH₂Cl₂ / 10 h / -95 °C

With 1-ethyl-piperidine; 1H-imidazole; tin(II) trifluoromethanesulfonate; chiral diamine; In dichloromethane; N,N-dimethyl-formamide; 2: asymmetric Mukaiyama aldol reaction;
DOI:10.1016/j.tet.2004.02.020