ethyl (5S,6R)-6-((1S,3S)-3-tert-butyldiphenylsilyloxy-1-methylcyclohexyl)-5-methylheptanoate

Base Information

Chemical Name:ethyl (5S,6R)-6-((1S,3S)-3-tert-butyldiphenylsilyloxy-1-methylcyclohexyl)-5-methylheptanoate
CAS No.:248916-44-1
Molecular Formula:C₃₃H₅₀O₃Si
Molecular Weight:522.844
Hs Code.:

Synonyms:ethyl (5S,6R)-6-((1S,3S)-3-tert-butyldiphenylsilyloxy-1-methylcyclohexyl)-5-methylheptanoate

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Chemical Property of ethyl (5S,6R)-6-((1S,3S)-3-tert-butyldiphenylsilyloxy-1-methylcyclohexyl)-5-methylheptanoate

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Technology Process of ethyl (5S,6R)-6-((1S,3S)-3-tert-butyldiphenylsilyloxy-1-methylcyclohexyl)-5-methylheptanoate

There total 8 articles about ethyl (5S,6R)-6-((1S,3S)-3-tert-butyldiphenylsilyloxy-1-methylcyclohexyl)-5-methylheptanoate 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: 91.0%

: 140-88-5,9003-32-1
ethyl acrylate

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

: 248916-44-1
ethyl (5S,6R)-6-((1S,3S)-3-tert-butyldiphenylsilyloxy-1-methylcyclohexyl)-5-methylheptanoate

Guidance literature:: ethyl acrylate; With pyridine; nickel dichloride; zinc; at 65 ℃; for 0.5h;

tert-Butyl-[(1S,3S)-3-((1R,2R)-3-iodo-1,2-dimethyl-propyl)-3-methyl-cyclohexyloxy]-diphenyl-silane; With pyridine; at 20 ℃; for 2h;
DOI:10.1021/jm980736v

Reference yield:

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

: 248916-44-1
ethyl (5S,6R)-6-((1S,3S)-3-tert-butyldiphenylsilyloxy-1-methylcyclohexyl)-5-methylheptanoate

Guidance literature:: Multi-step reaction with 8 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

8.1: NiCl₂*6H₂O; pyridine; Zn / 0.5 h / 65 °C

8.2: 91 percent / pyridine / 2 h / 20 °C

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; iodine; triphenylphosphine; nickel dichloride; zinc; 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 / 8.1: complexation / 8.2: Substitution;
DOI:10.1021/jm980736v

Reference yield:

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

: 248916-44-1
ethyl (5S,6R)-6-((1S,3S)-3-tert-butyldiphenylsilyloxy-1-methylcyclohexyl)-5-methylheptanoate

Guidance literature:: Multi-step reaction with 5 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

5.1: NiCl₂*6H₂O; pyridine; Zn / 0.5 h / 65 °C

5.2: 91 percent / pyridine / 2 h / 20 °C

With pyridine; 1H-imidazole; dmap; 9-borabicyclo[3.3.1]nonane dimer; iodine; triphenylphosphine; nickel dichloride; zinc; 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 / 5.1: complexation / 5.2: Substitution;
DOI:10.1021/jm980736v