tert-Butyl-[(1S,3S)-3-((1R,2R)-3-iodo-1,2-dimethyl-propyl)-3-methyl-cyclohexyloxy]-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-[(1S,3S)-3-((1R,2R)-3-iodo-1,2-dimethyl-propyl)-3-methyl-cyclohexyloxy]-diphenyl-silane
CAS No.:248916-43-0
Molecular Formula:C₂₈H₄₁IOSi
Molecular Weight:548.623
Hs Code.:

Synonyms:tert-Butyl-[(1S,3S)-3-((1R,2R)-3-iodo-1,2-dimethyl-propyl)-3-methyl-cyclohexyloxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[(1S,3S)-3-((1R,2R)-3-iodo-1,2-dimethyl-propyl)-3-methyl-cyclohexyloxy]-diphenyl-silane

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Technology Process of tert-Butyl-[(1S,3S)-3-((1R,2R)-3-iodo-1,2-dimethyl-propyl)-3-methyl-cyclohexyloxy]-diphenyl-silane

There total 7 articles about tert-Butyl-[(1S,3S)-3-((1R,2R)-3-iodo-1,2-dimethyl-propyl)-3-methyl-cyclohexyloxy]-diphenyl-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: 94.0%

: 248916-42-9
(2R,3R)-3-((1S,3S)-3-tert-butyldiphenylsilyloxy-1-methylcyclohexyl)-2-methylbutan-1-ol

: 248916-43-0
tert-Butyl-[(1S,3S)-3-((1R,2R)-3-iodo-1,2-dimethyl-propyl)-3-methyl-cyclohexyloxy]-diphenyl-silane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 29h;
DOI:10.1021/jm980736v

Reference yield:

: 248916-39-4
benzyl (2R,3R)-2-methyl-3-((1S)-1-methyl-2-cyclohexenyl)butyl ether

: 248916-43-0
tert-Butyl-[(1S,3S)-3-((1R,2R)-3-iodo-1,2-dimethyl-propyl)-3-methyl-cyclohexyloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 9-BBN / tetrahydrofuran / 48 h / Heating

1.2: 95 percent / 30 percent H₂O₂; 6 N aq. NaOH / ethanol / 1.5 h / 55 °C

2.1: 90 percent / imidazole; DMAP / dimethylformamide / 16 h / 20 °C

3.1: cyclohexene / 20 percent Pd(OH)2/C / ethanol / 6 h / Heating

4.1: 94 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 29 h / 20 °C

With 1H-imidazole; dmap; 9-borabicyclo[3.3.1]nonane dimer; iodine; triphenylphosphine; cyclohexene; palladium dihydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1.1: hydroboration / 1.2: Oxidation / 2.1: silylation / 3.1: debenzylation / 4.1: Iodination;
DOI:10.1021/jm980736v

Reference yield:

: (2R/S,3R)-4-benzyloxy-3-methyl-2-((1S)-1-methyl-2-cyclohexenyl)butanoic acid

: 248916-43-0
tert-Butyl-[(1S,3S)-3-((1R,2R)-3-iodo-1,2-dimethyl-propyl)-3-methyl-cyclohexyloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: LiAlH₄ / tetrahydrofuran / 43 h / Heating

2.1: 97 percent / pyridine / 24 h / 0 °C

3.1: 94 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

4.1: 9-BBN / tetrahydrofuran / 48 h / Heating

4.2: 95 percent / 30 percent H₂O₂; 6 N aq. NaOH / ethanol / 1.5 h / 55 °C

5.1: 90 percent / imidazole; DMAP / dimethylformamide / 16 h / 20 °C

6.1: cyclohexene / 20 percent Pd(OH)2/C / ethanol / 6 h / Heating

7.1: 94 percent / I₂; PPh₃; imidazole / tetrahydrofuran / 29 h / 20 °C

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; iodine; triphenylphosphine; cyclohexene; palladium dihydroxide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: Tosylation / 3.1: reductive cleavae / 4.1: hydroboration / 4.2: Oxidation / 5.1: silylation / 6.1: debenzylation / 7.1: Iodination;
DOI:10.1021/jm980736v