2-[1-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-4-iodo-but-3-en-1-ol

Base Information

Chemical Name:2-[1-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-4-iodo-but-3-en-1-ol
CAS No.:869338-43-2
Molecular Formula:C₃₀H₄₇IO₃Si₂
Molecular Weight:638.777
Hs Code.:

2-[1-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-4-iodo-but-3-en-1-ol

Synonyms:2-[1-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-4-iodo-but-3-en-1-ol

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Chemical Property of 2-[1-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-4-iodo-but-3-en-1-ol

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Technology Process of 2-[1-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-4-iodo-but-3-en-1-ol

There total 10 articles about 2-[1-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-4-iodo-but-3-en-1-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:

: C₃₆H₆₁IO₃Si₃

: 869338-43-2
2-[1-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-4-iodo-but-3-en-1-ol

Guidance literature:: With hydrogenchloride; In ethanol; at 20 ℃; for 0.5h;
DOI:10.1021/ol051691c

Reference yield:

: 869338-51-2
(E)-(R)-5-(4-Methoxy-benzyloxy)-4-methyl-pent-2-enoic acid methyl ester

: 869338-43-2
2-[1-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-4-iodo-but-3-en-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 95 percent / DIBAL / CH₂Cl₂; toluene / 2 h / -78 °C

2: 90 percent / 3 Angstroem molecular sieves; diethyl (+)-tartrate; t-BuOOH / Ti(O-iPr)4 / CH₂Cl₂; decane / 20 h / -30 °C

3: 67 percent / CuI

4: 95 percent / OsO₄; NaIO₄

5: 99 percent / DDQ / CH₂Cl₂ / 2 h / 0 °C

6: imidazole / dimethylformamide / 20 h / 20 °C

7: 0.91 g / aq. HCl / ethanol / 0.5 h / 20 °C

With 1H-imidazole; hydrogenchloride; tert.-butylhydroperoxide; sodium periodate; copper(l) iodide; osmium(VIII) oxide; diethyl (2R,3R)-tartrate; 3 A molecular sieve; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; titanium(IV) isopropylate; In decane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 6: Wittig reaction;
DOI:10.1021/ol051691c

Reference yield:

: 200341-72-6
(2E,4R)-5-(4-methoxybenzyloxy)-4-methyl-2-penten-1-ol

: 869338-43-2
2-[1-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propyl]-4-iodo-but-3-en-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / 3 Angstroem molecular sieves; diethyl (+)-tartrate; t-BuOOH / Ti(O-iPr)4 / CH₂Cl₂; decane / 20 h / -30 °C

2: 67 percent / CuI

3: 95 percent / OsO₄; NaIO₄

4: 99 percent / DDQ / CH₂Cl₂ / 2 h / 0 °C

5: imidazole / dimethylformamide / 20 h / 20 °C

6: 0.91 g / aq. HCl / ethanol / 0.5 h / 20 °C

With 1H-imidazole; hydrogenchloride; tert.-butylhydroperoxide; sodium periodate; copper(l) iodide; osmium(VIII) oxide; diethyl (2R,3R)-tartrate; 3 A molecular sieve; 2,3-dicyano-5,6-dichloro-p-benzoquinone; titanium(IV) isopropylate; In decane; ethanol; dichloromethane; N,N-dimethyl-formamide; 5: Wittig reaction;
DOI:10.1021/ol051691c