(1S,5R)-5,8,8-trimethyl-1-[(1S)-8-methyl-1-(2-methylphenyl)-1,2-dihydroisoquinolin-2-yl-carbonyl]-3-oxabicyclo[3.2.1]octan-2-one

Base Information

Chemical Name:(1S,5R)-5,8,8-trimethyl-1-[(1S)-8-methyl-1-(2-methylphenyl)-1,2-dihydroisoquinolin-2-yl-carbonyl]-3-oxabicyclo[3.2.1]octan-2-one
CAS No.:660861-49-4
Molecular Formula:C₂₈H₃₁NO₃
Molecular Weight:429.559
Hs Code.:

Synonyms:(1S,5R)-5,8,8-trimethyl-1-[(1S)-8-methyl-1-(2-methylphenyl)-1,2-dihydroisoquinolin-2-yl-carbonyl]-3-oxabicyclo[3.2.1]octan-2-one

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Chemical Property of (1S,5R)-5,8,8-trimethyl-1-[(1S)-8-methyl-1-(2-methylphenyl)-1,2-dihydroisoquinolin-2-yl-carbonyl]-3-oxabicyclo[3.2.1]octan-2-one

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Technology Process of (1S,5R)-5,8,8-trimethyl-1-[(1S)-8-methyl-1-(2-methylphenyl)-1,2-dihydroisoquinolin-2-yl-carbonyl]-3-oxabicyclo[3.2.1]octan-2-one

There total 3 articles about (1S,5R)-5,8,8-trimethyl-1-[(1S)-8-methyl-1-(2-methylphenyl)-1,2-dihydroisoquinolin-2-yl-carbonyl]-3-oxabicyclo[3.2.1]octan-2-one 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:

: 932-31-0
ortho-tolylmagnesium bromide

: 660861-33-6
(1S,5R)-5,8,8-trimethyl-1-[(8-methyl-1,2-dihydroisoquinolin-2-yl)carbonyl]-3-oxa-bicyclo[3.2.1]octan-2-one

: (1S,5R)-5,8,8-trimethyl-1-[(1R)-8-methyl-1-(2-methylphenyl)-1,2-dihydroisoquinolin-2-ylcarbonyl]-3-oxabicyclo[3.2.1]octan-2-one

: 660861-49-4
(1S,5R)-5,8,8-trimethyl-1-[(1S)-8-methyl-1-(2-methylphenyl)-1,2-dihydroisoquinolin-2-yl-carbonyl]-3-oxabicyclo[3.2.1]octan-2-one

Guidance literature:: (1S,5R)-5,8,8-trimethyl-1-[(8-methyl-1,2-dihydroisoquinolin-2-yl)carbonyl]-3-oxa-bicyclo[3.2.1]octan-2-one; With trityl tetrafluoroborate; In dichloromethane; at 20 ℃; for 16h;

ortho-tolylmagnesium bromide; In tetrahydrofuran; dichloromethane; at -78 ℃; for 2h;
DOI:10.3987/com-03-s40

Reference yield:

: 7029-31-4
bis(2-methylphenyl)zinc

: 660861-33-6
(1S,5R)-5,8,8-trimethyl-1-[(8-methyl-1,2-dihydroisoquinolin-2-yl)carbonyl]-3-oxa-bicyclo[3.2.1]octan-2-one

: (1S,5R)-5,8,8-trimethyl-1-[(1R)-8-methyl-1-(2-methylphenyl)-1,2-dihydroisoquinolin-2-ylcarbonyl]-3-oxabicyclo[3.2.1]octan-2-one

: 660861-49-4
(1S,5R)-5,8,8-trimethyl-1-[(1S)-8-methyl-1-(2-methylphenyl)-1,2-dihydroisoquinolin-2-yl-carbonyl]-3-oxabicyclo[3.2.1]octan-2-one

Guidance literature:: (1S,5R)-5,8,8-trimethyl-1-[(8-methyl-1,2-dihydroisoquinolin-2-yl)carbonyl]-3-oxa-bicyclo[3.2.1]octan-2-one; With trityl tetrafluoroborate; In dichloromethane; at 20 ℃; for 16h;

bis(2-methylphenyl)zinc; In tetrahydrofuran; dichloromethane; at -78 ℃; for 2h;
DOI:10.3987/com-03-s40

Reference yield:

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

: 660861-49-4
(1S,5R)-5,8,8-trimethyl-1-[(1S)-8-methyl-1-(2-methylphenyl)-1,2-dihydroisoquinolin-2-yl-carbonyl]-3-oxabicyclo[3.2.1]octan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 5.730 g / Bu₃SnH / toluene / 24 h / Heating

2.1: Ph₃C(+)BF₄(-) / CH₂Cl₂ / 16 h / 20 °C

2.2: CH₂Cl₂; tetrahydrofuran / 2 h / -78 °C

With tri-n-butyl-tin hydride; trityl tetrafluoroborate; In dichloromethane; toluene;
DOI:10.3987/com-03-s40