4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-one

Base Information

Chemical Name:4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-one
CAS No.:858666-83-8
Molecular Formula:C₅₃H₈₀O₇SSi₃
Molecular Weight:945.537
Hs Code.:

4-benzenesulfonyl-1-benzyloxy-2,9-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-11-(<i>tert</i>-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-one

Synonyms:4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-one

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Chemical Property of 4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-one

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Technology Process of 4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-one

There total 14 articles about 4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-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: 93.0%

: 858666-81-6
4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-ol

: 858666-83-8
4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-one

Guidance literature:: With pyridine; Dess-Martin periodane; In dichloromethane;
DOI:10.1021/ol0507975

Reference yield:

: 858666-74-7
(2'R,3'S,4R,5S)-(+)-3-(7'-benzyloxy-3'-hydroxy-2'-methylheptanoyl)-4-methyl-5-phenyloxazolidin-2-one

: 858666-83-8
4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 87 percent / LiBH₄ / tetrahydrofuran / 0.08 h / 20 °C

2.1: 77 percent / imidazole / CH₂Cl₂ / 20 h / 20 °C

3.1: 95 percent / 4-(dimethylamino)pyridine; 2,6-lutidine / dimethylformamide / 20 h / 20 °C

4.1: 99 percent / H₂ / Pd/C / methanol

5.1: 99 percent / pyridinium chlorochromate; potassium carbonate / CH₂Cl₂ / 3 h / 20 °C

6.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 88 percent / tetrahydrofuran; hexane / 2.5 h / -78 °C

7.1: 93 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 5 h / 20 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; dmap; lithium borohydride; n-butyllithium; hydrogen; potassium carbonate; Dess-Martin periodane; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b600951d

Reference yield:

: 858666-78-1
(2S,3S)-(+)-7-benzyloxy-1-tert-butyldiphenylsilyloxy-3-tert-butyldimethylsilyloxy-2-methylheptane

: 858666-83-8
4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / H₂ / Pd/C / methanol

2.1: 99 percent / pyridinium chlorochromate; potassium carbonate / CH₂Cl₂ / 3 h / 20 °C

3.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 88 percent / tetrahydrofuran; hexane / 2.5 h / -78 °C

4.1: 93 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 5 h / 20 °C

With pyridine; n-butyllithium; hydrogen; potassium carbonate; Dess-Martin periodane; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1039/b600951d