(E)-(3R,5S,10R,12S)-12-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-3,10-dimethyl-tridec-8-en-1-yn-7-one

Base Information

Chemical Name:(E)-(3R,5S,10R,12S)-12-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-3,10-dimethyl-tridec-8-en-1-yn-7-one
CAS No.:235100-46-6
Molecular Formula:C₃₁H₄₂O₄Si
Molecular Weight:506.758
Hs Code.:

Synonyms:(E)-(3R,5S,10R,12S)-12-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-3,10-dimethyl-tridec-8-en-1-yn-7-one

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Chemical Property of (E)-(3R,5S,10R,12S)-12-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-3,10-dimethyl-tridec-8-en-1-yn-7-one

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Technology Process of (E)-(3R,5S,10R,12S)-12-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-3,10-dimethyl-tridec-8-en-1-yn-7-one

There total 14 articles about (E)-(3R,5S,10R,12S)-12-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-3,10-dimethyl-tridec-8-en-1-yn-7-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: 63.0%

: 235100-45-5
(2S,4R)-1-{2-[(E)-(3R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-hex-1-enyl]-[1,3]dithian-2-yl}-4-methyl-hex-5-yne-2,4-diol

: 235100-46-6
(E)-(3R,5S,10R,12S)-12-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-3,10-dimethyl-tridec-8-en-1-yn-7-one

Guidance literature:: With water; bis-[(trifluoroacetoxy)iodo]benzene; In acetonitrile; at 0 ℃;
DOI:10.1055/s-1999-2697

Reference yield:

: 117289-81-3
(2R,4S)-4-{[tert-butyl(dimethyl)silyl]oxy}-2-methylpentanal

: 235100-46-6
(E)-(3R,5S,10R,12S)-12-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-3,10-dimethyl-tridec-8-en-1-yn-7-one

Guidance literature:: Multi-step reaction with 8 steps

1: 84 percent / CH₂Cl₂

2: 88 percent / DIBAL-H / toluene / -78 °C

3: 99 percent / MnO₂ / CH₂Cl₂

4: 93 percent / HCl / tetrahydrofuran; H₂O / 0 °C

5: 98 percent / imidazole / dimethylformamide

6: 74 percent / BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

7: 71 percent / AcOH, H₂O

8: 63 percent / (CF₃COO)2IPh, H₂O / acetonitrile / 0 °C

With 1H-imidazole; hydrogenchloride; manganese(IV) oxide; n-butyllithium; water; diisobutylaluminium hydride; acetic acid; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1055/s-1999-2697

Reference yield:

: 235100-35-3
(E)-(2S,4R)-6-[1,3]Dithian-2-yl-4-methyl-hex-5-en-2-ol

: 235100-46-6
(E)-(3R,5S,10R,12S)-12-(tert-Butyl-diphenyl-silanyloxy)-3,5-dihydroxy-3,10-dimethyl-tridec-8-en-1-yn-7-one

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / imidazole / dimethylformamide

2: 74 percent / BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

3: 71 percent / AcOH, H₂O

4: 63 percent / (CF₃COO)2IPh, H₂O / acetonitrile / 0 °C

With 1H-imidazole; n-butyllithium; water; acetic acid; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-1999-2697