(S)-3-Methyl-3-((1R,2R)-1,2,6-trimethyl-6-triethylsilanyloxy-heptyl)-cyclohexanol

Base Information

Chemical Name:(S)-3-Methyl-3-((1R,2R)-1,2,6-trimethyl-6-triethylsilanyloxy-heptyl)-cyclohexanol
CAS No.:248916-00-9
Molecular Formula:C₂₃H₄₈O₂Si
Molecular Weight:384.718
Hs Code.:

Synonyms:(S)-3-Methyl-3-((1R,2R)-1,2,6-trimethyl-6-triethylsilanyloxy-heptyl)-cyclohexanol

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Chemical Property of (S)-3-Methyl-3-((1R,2R)-1,2,6-trimethyl-6-triethylsilanyloxy-heptyl)-cyclohexanol

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Technology Process of (S)-3-Methyl-3-((1R,2R)-1,2,6-trimethyl-6-triethylsilanyloxy-heptyl)-cyclohexanol

There total 9 articles about (S)-3-Methyl-3-((1R,2R)-1,2,6-trimethyl-6-triethylsilanyloxy-heptyl)-cyclohexanol 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%

: 163216-01-1
Triethyl-[(5R,6R)-1,1,5-trimethyl-6-((S)-1-methyl-cyclohex-2-enyl)-heptyloxy]-silane

: 248916-00-9
(S)-3-Methyl-3-((1R,2R)-1,2,6-trimethyl-6-triethylsilanyloxy-heptyl)-cyclohexanol

Guidance literature:: With 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide;
DOI:10.1016/0960-894X(96)00301-0

Reference yield:

: 163215-98-3
(2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol

: 248916-00-9
(S)-3-Methyl-3-((1R,2R)-1,2,6-trimethyl-6-triethylsilanyloxy-heptyl)-cyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / 17 h / 20 °C

2.1: 95 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

3.1: aq. Hg(OAc)2 / tetrahydrofuran / 2 h / 20 °C

3.2: 67 percent / NaBH₄; 3 M aq. NaOH / tetrahydrofuran / 0.17 h

4.1: 92 percent / imidazole; DMAP / dimethylformamide / 20 h / 20 °C

5.1: 9-BBN / tetrahydrofuran / 30 h / Heating

5.2: 95 percent / 30 percent aq. H₂O₂; 6 M aq. NaOH / tetrahydrofuran / 1 h / 50 °C

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; mercury(II) diacetate; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Tosylation / 2.1: Reduction / 3.1: Addition / 3.2: Reduction / 4.1: silylation / 5.1: hydroboration / 5.2: Oxidation;
DOI:10.1021/jm980736v

Reference yield:

: 163215-99-4
(2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octene

: 248916-00-9
(S)-3-Methyl-3-((1R,2R)-1,2,6-trimethyl-6-triethylsilanyloxy-heptyl)-cyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. Hg(OAc)2 / tetrahydrofuran / 2 h / 20 °C

1.2: 67 percent / NaBH₄; 3 M aq. NaOH / tetrahydrofuran / 0.17 h

2.1: 92 percent / imidazole; DMAP / dimethylformamide / 20 h / 20 °C

3.1: 9-BBN / tetrahydrofuran / 30 h / Heating

3.2: 95 percent / 30 percent aq. H₂O₂; 6 M aq. NaOH / tetrahydrofuran / 1 h / 50 °C

With 1H-imidazole; dmap; 9-borabicyclo[3.3.1]nonane dimer; mercury(II) diacetate; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Addition / 1.2: Reduction / 2.1: silylation / 3.1: hydroboration / 3.2: Oxidation;
DOI:10.1021/jm980736v