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

Base Information

Chemical Name:4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-ol
CAS No.:858666-81-6
Molecular Formula:C₅₃H₈₂O₇SSi₃
Molecular Weight:947.552
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-ol

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

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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-ol

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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-ol

There total 12 articles about 4-benzenesulfonyl-1-benzyloxy-2,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-10-methyl-undecan-5-ol 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: 99.0%

: 858666-71-4
(S)-(-)-[4-benzyloxy-3-(tert-butyldimethylsilyloxy)butane]-1-sulfonylbenzene

: 858666-69-0
(5S,6S)-(+)-5-tert-butyldimethylsilyloxy-7-tert-butyldiphenylsilyloxy-6-methylheptan-1-al

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

Guidance literature:: With n-butyllithium; In tetrahydrofuran;
DOI:10.1021/ol0507975

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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