(4R,5S)-6-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-methylhexan-1-ol

Base Information

Chemical Name:(4R,5S)-6-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-methylhexan-1-ol
CAS No.:1459835-03-0
Molecular Formula:C₂₀H₃₆O₃Si
Molecular Weight:352.59
Hs Code.:

Synonyms:(4R,5S)-6-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-methylhexan-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5S)-6-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-methylhexan-1-ol

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Technology Process of (4R,5S)-6-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-methylhexan-1-ol

There total 5 articles about (4R,5S)-6-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-methylhexan-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: 95.0%

: 179945-15-4
(4R,5S,E)-ethyl 6-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-methylhex-2-enoate

: 1459835-03-0
(4R,5S)-6-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-methylhexan-1-ol

Guidance literature:: With lithium borohydride; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1039/c3ob41088a

Reference yield:

: 1459834-83-3
C₁₄H₁₉NO₄

: 1459835-03-0
(4R,5S)-6-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-methylhexan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: Noyori's catalyst; potassium carbonate / isopropyl alcohol; dichloromethane / 24 h / 55 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

3: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 °C / Inert atmosphere

4: dichloromethane / 3 h / 20 °C / Inert atmosphere

5: lithium borohydride / tetrahydrofuran; methanol / 12 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; lithium borohydride; Noyori's catalyst; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
DOI:10.1039/c3ob41088a

Reference yield:

: 162255-09-6
<2S,3S>-3-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methyl-4-(phenylmethoxy)butanal

: 1459835-03-0
(4R,5S)-6-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4-methylhexan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: dichloromethane / 3 h / 20 °C / Inert atmosphere

2: lithium borohydride / tetrahydrofuran; methanol / 12 h / 0 - 20 °C / Inert atmosphere

With lithium borohydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/c3ob41088a