(S)-2-[2-bromo-1-(4-methoxybutyl)cyclohex-2-en-1-yl]-N,N-dimethylacetamide

Base Information

Chemical Name:(S)-2-[2-bromo-1-(4-methoxybutyl)cyclohex-2-en-1-yl]-N,N-dimethylacetamide
CAS No.:890123-55-4
Molecular Formula:C₁₅H₂₆BrNO₂
Molecular Weight:332.281
Hs Code.:

Synonyms:(S)-2-[2-bromo-1-(4-methoxybutyl)cyclohex-2-en-1-yl]-N,N-dimethylacetamide

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Chemical Property of (S)-2-[2-bromo-1-(4-methoxybutyl)cyclohex-2-en-1-yl]-N,N-dimethylacetamide

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Technology Process of (S)-2-[2-bromo-1-(4-methoxybutyl)cyclohex-2-en-1-yl]-N,N-dimethylacetamide

There total 5 articles about (S)-2-[2-bromo-1-(4-methoxybutyl)cyclohex-2-en-1-yl]-N,N-dimethylacetamide 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: 95.0%

: 890123-54-3
(R)-2-bromo-3-(4-methoxybutyl)cyclohex-2-en-1-ol

: 18871-66-4
N,N-dimethylacetamide dimethyl acetal

: 890123-55-4
(S)-2-[2-bromo-1-(4-methoxybutyl)cyclohex-2-en-1-yl]-N,N-dimethylacetamide

Guidance literature:: In toluene; for 8h; Heating;
DOI:10.1021/ol061575p

Reference yield:

: 890123-53-2
2-bromo-3-(4-methoxybutyl)cyclohex-2-en-1-one

: 890123-55-4
(S)-2-[2-bromo-1-(4-methoxybutyl)cyclohex-2-en-1-yl]-N,N-dimethylacetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / (S)-methyloxazaborolidine; catecholborane / toluene / -95 - -78 °C

2: 95 percent / toluene / 8 h / Heating

With (S)-methyloxazaborolidine; benzo[1,3,2]dioxaborole; In toluene; 1: Corey-Bakshi-Shibata reduction / 2: Eschenmoser rearrangement;
DOI:10.1021/ol061575p

Reference yield:

: 17913-18-7
4-(methoxy)-1-chlorobutane

: 890123-55-4
(S)-2-[2-bromo-1-(4-methoxybutyl)cyclohex-2-en-1-yl]-N,N-dimethylacetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: Mg; I₂; CH₂Br₂ / tetrahydrofuran / 1 h / Heating

1.2: CeCl₃ / tetrahydrofuran / 2 h / 0 - 20 °C

1.3: 92 percent / tetrahydrofuran / 2 h / 0 - 20 °C

2.1: 97 percent / (S)-methyloxazaborolidine; catecholborane / toluene / -95 - -78 °C

3.1: 95 percent / toluene / 8 h / Heating

With (S)-methyloxazaborolidine; iodine; magnesium; 1,1-dibromomethane; benzo[1,3,2]dioxaborole; In tetrahydrofuran; toluene; 2.1: Corey-Bakshi-Shibata reduction / 3.1: Eschenmoser rearrangement;
DOI:10.1021/ol061575p