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

Base Information

Chemical Name:Triethyl-[(5R,6R)-1,1,5-trimethyl-6-((S)-1-methyl-cyclohex-2-enyl)-heptyloxy]-silane
CAS No.:163216-01-1
Molecular Formula:C₂₃H₄₆OSi
Molecular Weight:366.703
Hs Code.:

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

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Chemical Property of Triethyl-[(5R,6R)-1,1,5-trimethyl-6-((S)-1-methyl-cyclohex-2-enyl)-heptyloxy]-silane

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Technology Process of Triethyl-[(5R,6R)-1,1,5-trimethyl-6-((S)-1-methyl-cyclohex-2-enyl)-heptyloxy]-silane

There total 7 articles about Triethyl-[(5R,6R)-1,1,5-trimethyl-6-((S)-1-methyl-cyclohex-2-enyl)-heptyloxy]-silane 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: 92.0%

: 994-30-9
triethylsilyl chloride

: 163216-00-0
(6R,7R)-2,6,7-trimethyl-7-((1S)-1-methyl-2-cyclohexenyl)-heptan-2-ol

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

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide;
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

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

Guidance literature:: Multi-step reaction with 4 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

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; mercury(II) diacetate; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Tosylation / 2.1: Reduction / 3.1: Addition / 3.2: Reduction / 4.1: silylation;
DOI:10.1021/jm980736v

Reference yield:

: 248915-99-3
(2R,3R)-3,7-dimethyl-2((1S)-1-methyl-2-cyclohexenyl)-6-octen-1-ol tosylate

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

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

2.2: 67 percent / NaBH₄; 3 M aq. NaOH / tetrahydrofuran / 0.17 h

3.1: 92 percent / imidazole; DMAP / dimethylformamide / 20 h / 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; mercury(II) diacetate; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: Addition / 2.2: Reduction / 3.1: silylation;
DOI:10.1021/jm980736v