(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-enol

Base Information

Chemical Name:(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-enol
CAS No.:214678-41-8
Molecular Formula:C₁₄H₂₈O₃Si
Molecular Weight:272.46
Hs Code.:

Synonyms:(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-enol

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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 (1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-enol

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Technology Process of (1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-enol

There total 8 articles about (1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-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: 88.0%

: 214678-40-7
(1R,4S,4aR,5R,8R,8aS)-8-(tert-Butyl-dimethyl-silanyloxy)-5-(2-hydroxy-ethyl)-1,4,4a,5,6,7,8,8a-octahydro-1,4-methano-naphthalen-5-ol

: 214678-41-8
(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-enol

Guidance literature:: With sodium hydrogencarbonate; In diphenylether; at 260 ℃; for 0.5h;
DOI:10.1055/s-1998-1851

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 214678-41-8
(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / imidazole / dimethylformamide

2: 85 percent / LiBH₄ / tetrahydrofuran

3: 88 percent / NaHCO₃ / diphenyl ether / 0.5 h / 260 °C

With 1H-imidazole; lithium borohydride; sodium hydrogencarbonate; In tetrahydrofuran; diphenylether; N,N-dimethyl-formamide;
DOI:10.1055/s-1998-1851

Reference yield:

: 214678-27-0
((1R,4S,4aR,5S,8R,8aS)-8-Acetoxy-5-hydroxy-1,4,4a,5,8,8a-hexahydro-1,4-methano-naphthalen-5-yl)-acetic acid ethyl ester

: 214678-41-8
(1R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-1-(2-hydroxy-ethyl)-cyclohex-2-enol

Guidance literature:: Multi-step reaction with 7 steps

1: 63 percent / DBU / ethanol / 40 h / Ambient temperature

2: 96 percent / MnO₂ / CH₂Cl₂

3: 98 percent / DIBAL, CuI / toluene; hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C

4: 93 percent / NaBH₄, CeCl₃*7H₂O / methanol

5: 98 percent / imidazole / dimethylformamide

6: 85 percent / LiBH₄ / tetrahydrofuran

7: 88 percent / NaHCO₃ / diphenyl ether / 0.5 h / 260 °C

With 1H-imidazole; manganese(IV) oxide; sodium tetrahydroborate; copper(l) iodide; lithium borohydride; cerium(III) chloride; diisobutylaluminium hydride; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diphenylether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-1998-1851