(4R,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,4-dimethylcyclopent-2-enone

Base Information

Chemical Name:(4R,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,4-dimethylcyclopent-2-enone
CAS No.:1268265-21-9
Molecular Formula:C₂₄H₃₀O₂Si
Molecular Weight:378.587
Hs Code.:

Synonyms:(4R,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,4-dimethylcyclopent-2-enone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,4-dimethylcyclopent-2-enone

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Technology Process of (4R,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,4-dimethylcyclopent-2-enone

There total 7 articles about (4R,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,4-dimethylcyclopent-2-enone 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: 98.0%

: 1268265-30-0
(4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2-iodo-4-methylcyclopent-2-enone

: 594-27-4
tetramethylstannane

: 1268265-21-9
(4R,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,4-dimethylcyclopent-2-enone

Guidance literature:: With copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; triphenyl-arsane; In 1-methyl-pyrrolidin-2-one; at 80 ℃; for 6h; Inert atmosphere;
DOI:10.1021/ol200022a

Reference yield:

: 876152-36-2
(2R,3R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-3-methylcyclopentanone

: 1268265-21-9
(4R,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,4-dimethylcyclopent-2-enone

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 0.67 h / -78 °C / Inert atmosphere

1.3: 19 h / 20 °C / Inert atmosphere

2.1: pyridine; iodine / tetrachloromethane / 11.5 h / 20 °C / Inert atmosphere

3.1: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; triphenyl-arsane / 1-methyl-pyrrolidin-2-one / 6 h / 80 °C / Inert atmosphere

With pyridine; copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; triphenyl-arsane; iodine; lithium hexamethyldisilazane; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; tetrachloromethane; 3.1: Stille coupling;
DOI:10.1021/ol200022a

Reference yield:

: 1268265-20-8
(4R,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-4-methylcyclopent-2-enone

: 1268265-21-9
(4R,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,4-dimethylcyclopent-2-enone

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; iodine / tetrachloromethane / 11.5 h / 20 °C / Inert atmosphere

2: copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; triphenyl-arsane / 1-methyl-pyrrolidin-2-one / 6 h / 80 °C / Inert atmosphere

With pyridine; copper(l) iodide; bis(benzonitrile)palladium(II) dichloride; triphenyl-arsane; iodine; In 1-methyl-pyrrolidin-2-one; tetrachloromethane; 2: Stille coupling;
DOI:10.1021/ol200022a