methyl (R)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate

Base Information

Chemical Name:methyl (R)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate
CAS No.:497075-37-3
Molecular Formula:C₃₁H₄₁NO₇Si
Molecular Weight:567.755
Hs Code.:

methyl (R)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate

Synonyms:methyl (R)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate

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Chemical Property of methyl (R)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate

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Technology Process of methyl (R)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate

There total 4 articles about methyl (R)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate 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: 37.0%

: 37610-80-3
1,3-dioxolan-2-ylethylmagnesium bromide

: 4-(dimethylphenylsilyl)-3-methoxycarbonyl-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]pyridinium trifluoromethanesulfonate

: 497075-37-3
methyl (R)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate

: 497075-36-2
methyl (S)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; at -78 ℃; for 3h;
DOI:10.1016/S0040-4020(02)00675-0

Reference yield:

: 4-(dimethylphenylsilyl)-3-methoxycarbonyl-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]pyridinium trifluoromethanesulfonate

: 497075-37-3
methyl (R)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate

: 497075-36-2
methyl (S)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; at -78 ℃; for 3h;
DOI:10.1016/S0040-4020(02)00675-0

Reference yield:

: 502897-36-1
(1R,5R)-5,8,8-Trimethyl-2-oxo-3-oxa-bicyclo[3.2.1]octane-1-carbonyl chloride

: 497075-37-3
methyl (R)-4-(dimethyl(phenyl)silyl)-6-(2-[1,3]dioxolan-2-ylethyl)-1-[(1S,5R)-5,8,8-trimethyl-2-oxo-3-oxabicyclo[3.2.1]oct-1-ylcarbonyl]-1,6-dihydropyridine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent Spectr_. / CD₂Cl₂ / 1 h / 20 °C

2: trimethylsilyl triflate / CH₂Cl₂; tetrahydrofuran / 3 h / -78 °C

With trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; dichloromethane-d2;
DOI:10.1016/S0040-4020(02)00675-0