<2S,3S,4R,5S,6R,8E>-9-iodo-2,4,6-trimethyl-3-((4-methoxyphenyl)methoxy)-5-((1,1-dimethylethyl)dimethylsiloxy)-1-non-8-enol

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Chemical Name:<2S,3S,4R,5S,6R,8E>-9-iodo-2,4,6-trimethyl-3-((4-methoxyphenyl)methoxy)-5-((1,1-dimethylethyl)dimethylsiloxy)-1-non-8-enol
CAS No.:149157-49-3
Molecular Formula:C₂₆H₄₅IO₄Si
Molecular Weight:576.631
Hs Code.:

Synonyms:<2S,3S,4R,5S,6R,8E>-9-iodo-2,4,6-trimethyl-3-((4-methoxyphenyl)methoxy)-5-((1,1-dimethylethyl)dimethylsiloxy)-1-non-8-enol

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Chemical Property of <2S,3S,4R,5S,6R,8E>-9-iodo-2,4,6-trimethyl-3-((4-methoxyphenyl)methoxy)-5-((1,1-dimethylethyl)dimethylsiloxy)-1-non-8-enol

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Technology Process of <2S,3S,4R,5S,6R,8E>-9-iodo-2,4,6-trimethyl-3-((4-methoxyphenyl)methoxy)-5-((1,1-dimethylethyl)dimethylsiloxy)-1-non-8-enol

There total 10 articles about <2S,3S,4R,5S,6R,8E>-9-iodo-2,4,6-trimethyl-3-((4-methoxyphenyl)methoxy)-5-((1,1-dimethylethyl)dimethylsiloxy)-1-non-8-enol 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: 80.0%

: 75-47-8
iodoform

: 152567-31-2
(3R,4S,5R,6S,7S)-4-(tert-Butyl-dimethyl-silanyloxy)-8-hydroxy-6-(4-methoxy-benzyloxy)-3,5,7-trimethyl-octanal

: <2S,3S,4R,5S,6R,8Z>-9-iodo-2,4,6-trimethyl-3-((4-methoxyphenyl)methoxy)-5-((1,1-dimethylethyl)dimethylsiloxy)-1-non-8-enol

: 149157-49-3
<2S,3S,4R,5S,6R,8E>-9-iodo-2,4,6-trimethyl-3-((4-methoxyphenyl)methoxy)-5-((1,1-dimethylethyl)dimethylsiloxy)-1-non-8-enol

Guidance literature:: With chromium dichloride; In tetrahydrofuran; 1,4-dioxane; at 23 ℃; for 20h; Title compound not separated from byproducts;
DOI:10.1021/ja00077a049

Reference yield:

: 141423-25-8
<<3-(2R,4S,5S,6R,8E),4R>-3-(5-Hydroxy-2,4,6-trimethyl-1,3-dioxo-9-phenyl-8-nonenyl)-4-(phenylmethyl)>-2-oxazolidinone

: 149157-49-3
<2S,3S,4R,5S,6R,8E>-9-iodo-2,4,6-trimethyl-3-((4-methoxyphenyl)methoxy)-5-((1,1-dimethylethyl)dimethylsiloxy)-1-non-8-enol

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / NaBH(OAc)3, AcOH / 1 h / 23 °C

2: 94 percent / LiBH₄ / methanol; tetrahydrofuran / 1 h / 0 °C

3: 91 percent / camphorsulfonic acid / dimethylformamide / 12 h / 23 °C

4: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

5: 100 percent / diisobutylaluminum hydride / CH₂Cl₂ / 6 h / 0 °C

6: OsO₄, 4-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 1 h / 23 °C

7: aq. NaHCO₃, NaIO₄ / 2 h / 23 °C

8: 80 percent / CrCl₂ / tetrahydrofuran; dioxane / 20 h / 23 °C

With 2,6-dimethylpyridine; chromium dichloride; sodium periodate; osmium(VIII) oxide; lithium borohydride; camphor-10-sulfonic acid; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; sodium hydrogencarbonate; acetic acid; 4-methylmorpholine N-oxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja00077a049

Reference yield:

: 149157-45-9
<2S,3S,4S,5S,6R,8E>-2,4,6-trimethyl-9-phenyl-non-8-ene-1,3,5-triol

: 149157-49-3
<2S,3S,4R,5S,6R,8E>-9-iodo-2,4,6-trimethyl-3-((4-methoxyphenyl)methoxy)-5-((1,1-dimethylethyl)dimethylsiloxy)-1-non-8-enol

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / camphorsulfonic acid / dimethylformamide / 12 h / 23 °C

2: 100 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

3: 100 percent / diisobutylaluminum hydride / CH₂Cl₂ / 6 h / 0 °C

4: OsO₄, 4-methylmorpholine N-oxide / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 1 h / 23 °C

5: aq. NaHCO₃, NaIO₄ / 2 h / 23 °C

6: 80 percent / CrCl₂ / tetrahydrofuran; dioxane / 20 h / 23 °C

With 2,6-dimethylpyridine; chromium dichloride; sodium periodate; osmium(VIII) oxide; camphor-10-sulfonic acid; diisobutylaluminium hydride; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ja00077a049