(4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-phenyl)-4,6-dimethyl-heptan-3-one

Base Information

Chemical Name:(4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-phenyl)-4,6-dimethyl-heptan-3-one
CAS No.:346652-47-9
Molecular Formula:C₂₂H₃₈O₃Si
Molecular Weight:378.627
Hs Code.:

Synonyms:(4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-phenyl)-4,6-dimethyl-heptan-3-one

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Chemical Property of (4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-phenyl)-4,6-dimethyl-heptan-3-one

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Technology Process of (4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-phenyl)-4,6-dimethyl-heptan-3-one

There total 2 articles about (4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-phenyl)-4,6-dimethyl-heptan-3-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: 84.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: (4R,5S,6S)-5-Hydroxy-7-(4-methoxy-phenyl)-4,6-dimethyl-heptan-3-one

: 346652-47-9
(4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-phenyl)-4,6-dimethyl-heptan-3-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 40 - 50 ℃; for 48h;
DOI:10.1002/1521-3765(20010417)7:8<1691::AID-CHEM16910>3.0.CO;2-9

Reference yield:

: 220200-44-2
(E)-(4R,5R)-5-Hydroxy-7-(4-methoxy-phenyl)-4,6-dimethyl-hept-6-en-3-one

: 346652-47-9
(4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-phenyl)-4,6-dimethyl-heptan-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 48 percent / H₂ / 10percent Rh/Al₂O₃ / tetrahydrofuran / 18 h / 20 °C

2: 84 percent / imidazole / dimethylformamide / 48 h / 40 - 50 °C

With 1H-imidazole; hydrogen; 10percent Rh/Al₂O₃; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/1521-3765(20010417)7:8<1691::AID-CHEM16910>3.0.CO;2-9

Reference yield: 76.0%

: 346652-47-9
(4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-phenyl)-4,6-dimethyl-heptan-3-one

: 74-88-4
methyl iodide

: 346651-74-9
(4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-phenyl)-2,4,6-trimethyl-heptan-3-one

Guidance literature:: (4R,5S,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-phenyl)-4,6-dimethyl-heptan-3-one; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

methyl iodide; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at -78 - -40 ℃; for 4h; Further stages.;
DOI:10.1002/1521-3765(20010417)7:8<1691::AID-CHEM16910>3.0.CO;2-9