[(E)-5-((2S,6R,13S)-14-Benzenesulfonyl-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

Base Information

Chemical Name:[(E)-5-((2S,6R,13S)-14-Benzenesulfonyl-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane
CAS No.:439217-21-7
Molecular Formula:C₄₀H₅₀O₆SSi
Molecular Weight:686.985
Hs Code.:

Synonyms:[(E)-5-((2S,6R,13S)-14-Benzenesulfonyl-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

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Chemical Property of [(E)-5-((2S,6R,13S)-14-Benzenesulfonyl-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

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Technology Process of [(E)-5-((2S,6R,13S)-14-Benzenesulfonyl-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

There total 1 articles about [(E)-5-((2S,6R,13S)-14-Benzenesulfonyl-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane 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: 91.0%

: 439217-20-6
(S)-2-Benzenesulfonyl-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-one

: 439217-21-7
[(E)-5-((2S,6R,13S)-14-Benzenesulfonyl-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

Guidance literature:: With camphor-10-sulfonic acid; In acetonitrile; at 20 ℃; for 2h;
DOI:10.1021/ol026034o

Reference yield: 70.0%

: 439217-21-7
[(E)-5-((2S,6R,13S)-14-Benzenesulfonyl-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

: (S)-4-{(5S,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-pentan-1-ol

: 439217-22-8
(S)-4-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-pentan-1-ol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1.16667h;
DOI:10.1021/ol026034o

Reference yield:

: 439217-21-7
[(E)-5-((2S,6R,13S)-14-Benzenesulfonyl-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

: 439217-24-0
(4R,7S)-7-{(5R,7S)-7-[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-oct-1-en-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 70 percent / n-butyllithium / tetrahydrofuran; hexane / 1.17 h / -78 °C

2.1: 97 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide / CH₂Cl₂ / 0.5 h / 20 °C

3.1: diethyl ether; pentane / 0.5 h

3.2: 71 percent / H₂O₂ / aq. phosphate buffer; diethyl ether; pentane / 0.5 h / 20 °C

4.1: 5percent Na/Hg; Na₂HPO₄ / methanol; tetrahydrofuran / 1.33 h / -10 - 0 °C

With disodium hydrogenphosphate; n-butyllithium; tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; pentane; 3.1: Brown allylation;
DOI:10.1021/ol026034o