(2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-[1,3]dithian-2-yl)-hexan-1-ol

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Chemical Name:(2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-[1,3]dithian-2-yl)-hexan-1-ol
CAS No.:218439-24-8
Molecular Formula:C₃₆H₅₀O₄S₂Si
Molecular Weight:639.008
Hs Code.:

Synonyms:(2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-[1,3]dithian-2-yl)-hexan-1-ol

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Chemical Property of (2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-[1,3]dithian-2-yl)-hexan-1-ol

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Technology Process of (2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-[1,3]dithian-2-yl)-hexan-1-ol

There total 10 articles about (2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-[1,3]dithian-2-yl)-hexan-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: 73.0%

: 218439-43-1
tert-Butyl-[(1S,3S)-1-[(R)-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-3-methyl-4-(2-methyl-[1,3]dithian-2-yl)-butoxy]-diphenyl-silane

: 218439-24-8
(2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-[1,3]dithian-2-yl)-hexan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 0.5h;
DOI:10.1246/bcsj.71.2433

Reference yield:

: 218439-40-8
tert-butyl((1S,3S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-iodo-3-methylbutoxy)dimethylsilane

: 218439-24-8
(2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-[1,3]dithian-2-yl)-hexan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide; pentane / 1 h / -78 °C

2: 88 percent / n-Bu₄NF / tetrahydrofuran / Ambient temperature

3: 100 percent / imidazole, 4-dimethylaminopyridine / dimethylformamide / 50 °C

4: 83 percent / aq. AcOH / 0.33 h / 40 °C

5: 100 percent / PPTS / CH₂Cl₂

6: 73 percent / DIBAL-H / toluene / 0.5 h / -78 °C

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide; toluene; pentane;
DOI:10.1246/bcsj.71.2433

Reference yield:

: 218439-18-0
(2S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methyl-butan-1-ol

: 218439-24-8
(2R,3S,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-5-methyl-6-(2-methyl-[1,3]dithian-2-yl)-hexan-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / pyridine / Ambient temperature

2: 89 percent / NaI / acetone / Heating

3: 100 percent / t-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide; pentane / 1 h / -78 °C

4: 88 percent / n-Bu₄NF / tetrahydrofuran / Ambient temperature

5: 100 percent / imidazole, 4-dimethylaminopyridine / dimethylformamide / 50 °C

6: 83 percent / aq. AcOH / 0.33 h / 40 °C

7: 100 percent / PPTS / CH₂Cl₂

8: 73 percent / DIBAL-H / toluene / 0.5 h / -78 °C

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; acetic acid; sodium iodide; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; pentane;
DOI:10.1246/bcsj.71.2433