tert-butyl (diphenyl)({(1S,3R)-3-[(1Z)-4-(trimethylsilyl)but-1-en-3-ynyl]cyclohexyl}oxy)silane

Base Information

Chemical Name:tert-butyl (diphenyl)({(1S,3R)-3-[(1Z)-4-(trimethylsilyl)but-1-en-3-ynyl]cyclohexyl}oxy)silane
CAS No.:521274-52-2
Molecular Formula:C₂₉H₄₀OSi₂
Molecular Weight:460.807
Hs Code.:

Synonyms:tert-butyl (diphenyl)({(1S,3R)-3-[(1Z)-4-(trimethylsilyl)but-1-en-3-ynyl]cyclohexyl}oxy)silane

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Chemical Property of tert-butyl (diphenyl)({(1S,3R)-3-[(1Z)-4-(trimethylsilyl)but-1-en-3-ynyl]cyclohexyl}oxy)silane

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Technology Process of tert-butyl (diphenyl)({(1S,3R)-3-[(1Z)-4-(trimethylsilyl)but-1-en-3-ynyl]cyclohexyl}oxy)silane

There total 6 articles about tert-butyl (diphenyl)({(1S,3R)-3-[(1Z)-4-(trimethylsilyl)but-1-en-3-ynyl]cyclohexyl}oxy)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: 76.0%

: 1066-54-2
trimethylsilylacetylene

: 521274-59-9
tert-butyl({(1S,3R)-3-[(Z)-2-iodovinyl]cyclohexyl}oxy)diphenyl silane

: 521274-52-2
tert-butyl (diphenyl)({(1S,3R)-3-[(1Z)-4-(trimethylsilyl)but-1-en-3-ynyl]cyclohexyl}oxy)silane

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylammonium; at 0 ℃; for 0.5h;
DOI:10.1021/ja0340679

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 521274-52-2
tert-butyl (diphenyl)({(1S,3R)-3-[(1Z)-4-(trimethylsilyl)but-1-en-3-ynyl]cyclohexyl}oxy)silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: imidazole / dimethylformamide / 1 h / 20 °C

1.2: H₂ / 10 percent Pd/C / ethyl acetate / 12 h / 760 Torr

2.1: DCC; DMAP / toluene / 1 h / 20 °C

3.1: Et₃SiH / 10 percentPd/C / CH₂Cl₂ / 0.33 h / 20 °C

4.1: NaHMDS / tetrahydrofuran

4.2: HMPA / tetrahydrofuran / -78 - 20 °C

5.1: 76 percent / Et₃NH; CuI; PdCl₂(PPh₃)2 / 0.5 h / 0 °C

With 1H-imidazole; triethylsilane; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylammonium; sodium hexamethyldisilazane; dicyclohexyl-carbodiimide; 10% palladium on active carbon; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0340679

Reference yield:

: 521274-50-0
benzyl (1R,5R)-5-hydroxycyclohex-3-ene-1-carboxylate

: 521274-52-2
tert-butyl (diphenyl)({(1S,3R)-3-[(1Z)-4-(trimethylsilyl)but-1-en-3-ynyl]cyclohexyl}oxy)silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: imidazole / dimethylformamide / 1 h / 20 °C

1.2: H₂ / 10 percent Pd/C / ethyl acetate / 12 h / 760 Torr

2.1: DCC; DMAP / toluene / 1 h / 20 °C

3.1: Et₃SiH / 10 percentPd/C / CH₂Cl₂ / 0.33 h / 20 °C

4.1: NaHMDS / tetrahydrofuran

4.2: HMPA / tetrahydrofuran / -78 - 20 °C

5.1: 76 percent / Et₃NH; CuI; PdCl₂(PPh₃)2 / 0.5 h / 0 °C

With 1H-imidazole; triethylsilane; dmap; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylammonium; sodium hexamethyldisilazane; dicyclohexyl-carbodiimide; 10% palladium on active carbon; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0340679