(1S)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol

Base Information

Chemical Name:(1S)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol
CAS No.:461031-82-3
Molecular Formula:C₂₁H₂₈Cl₂O₃Si
Molecular Weight:427.443
Hs Code.:

Synonyms:(1S)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol

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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 (1S)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol

Chemical Property:

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Technology Process of (1S)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol

There total 6 articles about (1S)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol 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:

: 2-(4-benzyloxy-2,6-dichloro-phenyl)-ethanol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 461031-82-3
(1S)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol

: (1R)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 7h; Title compound not separated from byproducts.;
DOI:10.1021/ol026182e

Reference yield:

: 591-35-5
3,5-dichlorophenol

: 461031-82-3
(1S)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / imidazole / dimethylformamide / 0.33 h / 20 °C

2.1: sec-BuLi / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

2.2: 5.7 g / tetrahydrofuran; cyclohexane / 1.5 h / -78 °C

3.1: 7.8 g / K₂CO₃; KI / 16 h / 20 °C

4.1: 85 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / 20 °C

5.1: 1.43 g / H2O; AD-mix α / 2-methyl-propan-2-ol / 48 h / 0 °C

6.1: Et₃N; DMAP / CH₂Cl₂ / 7 h / 20 °C

With 1H-imidazole; dmap; AD-mix-α; n-butyllithium; water; sec.-butyllithium; potassium carbonate; triethylamine; potassium iodide; In tetrahydrofuran; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; tert-butyl alcohol; 4.1: Wittig reaction;
DOI:10.1021/ol026182e

Reference yield:

: 60964-09-2
2,6-dichloro-4-hydroxybenzaldehyde

: 461031-82-3
(1S)-1-[4-(benzyloxy)-2,6-dichlorophenyl]-2-(tert-butyldimethylsilyl)oxy-1-ethylalcohol

Guidance literature:: Multi-step reaction with 4 steps

1: 7.8 g / K₂CO₃; KI / 16 h / 20 °C

2: 85 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / 20 °C

3: 1.43 g / H2O; AD-mix α / 2-methyl-propan-2-ol / 48 h / 0 °C

4: Et₃N; DMAP / CH₂Cl₂ / 7 h / 20 °C

With dmap; AD-mix-α; n-butyllithium; water; potassium carbonate; triethylamine; potassium iodide; In tetrahydrofuran; hexane; dichloromethane; tert-butyl alcohol; 2: Wittig reaction;
DOI:10.1021/ol026182e