tert-Butyl-{4-[2-((2S,3R)-3-iodomethyl-oxiranyl)-ethyl]-4-vinyl-hex-5-enyloxy}-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-{4-[2-((2S,3R)-3-iodomethyl-oxiranyl)-ethyl]-4-vinyl-hex-5-enyloxy}-diphenyl-silane
CAS No.:503000-51-9
Molecular Formula:C₂₉H₃₉IO₂Si
Molecular Weight:574.617
Hs Code.:

Synonyms:tert-Butyl-{4-[2-((2S,3R)-3-iodomethyl-oxiranyl)-ethyl]-4-vinyl-hex-5-enyloxy}-diphenyl-silane

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Chemical Property of tert-Butyl-{4-[2-((2S,3R)-3-iodomethyl-oxiranyl)-ethyl]-4-vinyl-hex-5-enyloxy}-diphenyl-silane

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Technology Process of tert-Butyl-{4-[2-((2S,3R)-3-iodomethyl-oxiranyl)-ethyl]-4-vinyl-hex-5-enyloxy}-diphenyl-silane

There total 13 articles about tert-Butyl-{4-[2-((2S,3R)-3-iodomethyl-oxiranyl)-ethyl]-4-vinyl-hex-5-enyloxy}-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: 95.0%

: 503000-33-7
(2S,3S)-9-tert-butyldiphenylsilyloxy-6,6-divinyl-2,3-epoxynonan-1-ol

: 503000-51-9
tert-Butyl-{4-[2-((2S,3R)-3-iodomethyl-oxiranyl)-ethyl]-4-vinyl-hex-5-enyloxy}-diphenyl-silane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In benzene; at 20 ℃; for 0.5h;
DOI:10.1021/ol034020s

Reference yield:

: 503000-50-8
6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-6-vinyl-octa-2,7-dienoic acid ethyl ester

: 503000-51-9
tert-Butyl-{4-[2-((2S,3R)-3-iodomethyl-oxiranyl)-ethyl]-4-vinyl-hex-5-enyloxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / DIBAl-H / tetrahydrofuran; hexane / 0.5 h / 0 °C

2: 92 percent / L-(+)-DIPT; molecular sieves 4 Angstroem; TBHP / Ti(i-PrO)4 / CH₂Cl₂ / -25 - 20 °C

3: 95 percent / triphenylphosphine; I₂; imidazole / benzene / 0.5 h / 20 °C

With 1H-imidazole; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; 4 A molecular sieve; iodine; diisobutylaluminium hydride; triphenylphosphine; titanium(IV) isopropylate; In tetrahydrofuran; hexane; dichloromethane; benzene; 2: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/ol034020s

Reference yield:

: 503000-47-3
1-[3-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-6-(tert-butyl-diphenyl-silanyloxy)-3-vinyl-hexylselanyl]-2-nitro-benzene

: 503000-51-9
tert-Butyl-{4-[2-((2S,3R)-3-iodomethyl-oxiranyl)-ethyl]-4-vinyl-hex-5-enyloxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / H₂O₂ / tetrahydrofuran / 1 h / 20 °C

2: 100 percent / aq. HCl / ethanol / 2 h / 20 °C

3: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

4: 89 percent / benzene / 5 h / Heating

5: 100 percent / DIBAl-H / tetrahydrofuran; hexane / 0.5 h / 0 °C

6: 92 percent / L-(+)-DIPT; molecular sieves 4 Angstroem; TBHP / Ti(i-PrO)4 / CH₂Cl₂ / -25 - 20 °C

7: 95 percent / triphenylphosphine; I₂; imidazole / benzene / 0.5 h / 20 °C

With 1H-imidazole; hydrogenchloride; tert.-butylhydroperoxide; oxalyl dichloride; L-(+)-diisopropyl tartrate; 4 A molecular sieve; dihydrogen peroxide; iodine; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; titanium(IV) isopropylate; In tetrahydrofuran; ethanol; hexane; dichloromethane; benzene; 4: Wittig reaction / 6: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.1021/ol034020s