2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol

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Chemical Name:2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol
CAS No.:408357-89-1
Molecular Formula:C₁₇H₃₄O₂Si
Molecular Weight:298.541
Hs Code.:

Synonyms:2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol

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Chemical Property of 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol

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Technology Process of 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol

There total 8 articles about 2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol 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: 99.0%

: 245504-00-1
[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]acetaldehyde

: 408357-89-1
2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.166667h;

Reference yield:

: 130583-95-8
(4R,6R)-4-[(tert-butyldimethylsilyl)oxy]-2,2,6-trimethylcyclohexan-1-one

: 408357-89-1
2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

1.2: tetrahydrofuran; hexane / 0.5 h / 0 °C

2.1: 14.56 g / aq. KOH / methanol / 1 h / 20 °C

3.1: 100 percent / (Ph₃SiO)3VO; PhCO₂H / xylene / 3.5 h / Heating

4.1: 99 percent / NaBH₄ / methanol / 0.17 h / 0 °C

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; tris-(triphenylsiloxy)-vanadium oxide; benzoic acid; In tetrahydrofuran; methanol; hexane; xylene;

Reference yield:

: 20548-02-1,55058-51-0,60686-81-9,60686-82-0,82977-53-5,90082-06-7,90129-05-8,99881-84-2,60046-50-6
(4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexan-1-one

: 408357-89-1
2-[(4R)-4-tert-butyldimethylsilyloxy-2,6,6-trimethylcyclohex-1-enyl]ethanol

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N, DMAP

3: KOH, H₂O

4: PhCO₂H / (Ph₃SiO)3VO / xylene / Heating

5: NABH₄

With dmap; potassium hydroxide; sodium tetrahydroborate; water; triethylamine; benzoic acid; tris-(triphenylsiloxy)-vanadium oxide; In xylene;
DOI:10.1039/a901116a