(3R,4S,1'S,3'R,4'R,6'R)-3-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]-1,4-di-(4-methoxyphenyl)azetidin-2-one

Base Information

Chemical Name:(3R,4S,1'S,3'R,4'R,6'R)-3-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]-1,4-di-(4-methoxyphenyl)azetidin-2-one
CAS No.:283177-18-4
Molecular Formula:C₂₇H₃₂BrNO₄
Molecular Weight:514.459
Hs Code.:

Synonyms:(3R,4S,1'S,3'R,4'R,6'R)-3-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]-1,4-di-(4-methoxyphenyl)azetidin-2-one

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Chemical Property of (3R,4S,1'S,3'R,4'R,6'R)-3-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]-1,4-di-(4-methoxyphenyl)azetidin-2-one

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Technology Process of (3R,4S,1'S,3'R,4'R,6'R)-3-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]-1,4-di-(4-methoxyphenyl)azetidin-2-one

There total 4 articles about (3R,4S,1'S,3'R,4'R,6'R)-3-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]-1,4-di-(4-methoxyphenyl)azetidin-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: 43.0%

: 1624-46-0,1749-08-2,83306-67-6
(E)-1,N-bis(4-methoxyphenyl)methanimine

: 283177-07-1
(1'S,3'R,4'R,6'R)-2-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]acetyl chloride

: 283177-18-4
(3R,4S,1'S,3'R,4'R,6'R)-3-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]-1,4-di-(4-methoxyphenyl)azetidin-2-one

: (3S,4R,1'S,3'R,4'R,6'R)-3-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]-1,4-di-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/S0957-4166(00)00098-7

Reference yield:

: 498-15-7,19079-29-9
(+)-Δ³-carene

: 283177-18-4
(3R,4S,1'S,3'R,4'R,6'R)-3-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]-1,4-di-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 45 percent / NBS / CH₂Cl₂ / 4 h / 20 °C

2: 80 percent / Jones reagent / acetone / 3 h / 20 °C

3: 85 percent / SOCl₂ / benzene / 3 h / Heating

4: 22 percent / Et₃N / CH₂Cl₂ / 20 °C

With N-Bromosuccinimide; thionyl chloride; jones reagent; triethylamine; In dichloromethane; acetone; benzene; 1: bromination; condensation / 2: Oxidation / 3: Chlorination / 4: Cycloaddition;
DOI:10.1016/S0957-4166(00)00098-7

Reference yield:

: 283177-05-9
(1'S,3'R,4'R,6'R)-2-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]ethan-1-ol

: 283177-18-4
(3R,4S,1'S,3'R,4'R,6'R)-3-[4'-bromo-3',7',7'-trimethylbicyclo(4.1.0)hept-3'-yloxy]-1,4-di-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Jones reagent / acetone / 3 h / 20 °C

2: 85 percent / SOCl₂ / benzene / 3 h / Heating

3: 22 percent / Et₃N / CH₂Cl₂ / 20 °C

With thionyl chloride; jones reagent; triethylamine; In dichloromethane; acetone; benzene; 1: Oxidation / 2: Chlorination / 3: Cycloaddition;
DOI:10.1016/S0957-4166(00)00098-7