[(E)-5-((2S,6R,8R,11S,13S)-11-Benzyloxy-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,8R,11S,13S)-11-Benzyloxy-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.:439217-18-2
Molecular Formula:C₄₁H₅₂O₅Si
Molecular Weight:652.946
Hs Code.:

Synonyms:[(E)-5-((2S,6R,8R,11S,13S)-11-Benzyloxy-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,8R,11S,13S)-11-Benzyloxy-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,8R,11S,13S)-11-Benzyloxy-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 17 articles about [(E)-5-((2S,6R,8R,11S,13S)-11-Benzyloxy-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: 50.0%

: 439217-17-1
(4S,6S)-6-Benzyloxy-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

: 439217-19-3
[(E)-5-((2S,6R,8S,11S,13S)-11-Benzyloxy-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

: 439217-18-2
[(E)-5-((2S,6R,8R,11S,13S)-11-Benzyloxy-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 toluene; tert-butyl alcohol; for 17h;
DOI:10.1016/j.tet.2003.03.003

Reference yield: 40.0%

: 439217-17-1
(4S,6S)-6-Benzyloxy-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

: 795306-25-1
[(E)-5-((2S,6R,8R,11S,13R)-11-Benzyloxy-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

: 439217-19-3
[(E)-5-((2S,6R,8S,11S,13S)-11-Benzyloxy-13-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-4-en-2-yl)-pent-4-enyloxy]-tert-butyl-diphenyl-silane

: 439217-18-2
[(E)-5-((2S,6R,8R,11S,13S)-11-Benzyloxy-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 hexane; for 18h;
DOI:10.1039/b410092a

Reference yield:

: 439217-29-5
(2S,4S)-4-Benzyloxy-2-methyl-5-triethylsilanyloxy-pentanal

: 439217-18-2
[(E)-5-((2S,6R,8R,11S,13S)-11-Benzyloxy-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:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / 0.42 h / -78 °C

1.2: tetrahydrofuran / 0.42 h / -78 °C

2.1: 70.4 mg / TPAP; NMO / CH₂Cl₂ / 3.25 h

3.1: Na₂HPO₄; Na/Hg / tetrahydrofuran; methanol / 2 h / -10 °C

4.1: 30 percent / CSA / toluene; 2-methyl-propan-2-ol / 17 h

With disodium hydrogenphosphate; sodium amalgam; N-methyl-2-indolinone; tetrapropylammonium perruthennate; camphor-10-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; toluene; tert-butyl alcohol; 1.2: Julia coupling;
DOI:10.1016/j.tet.2003.03.003