N-(3-(4-bromophenyl)prop-2-yn-1-yl)-N-((3-((tert-butyldimethylsilyl)oxy)-5,5-dimethylcyclohex-1-en-1-yl)methyl)-4-methylbenzenesulfonamide

Base Information

Chemical Name:N-(3-(4-bromophenyl)prop-2-yn-1-yl)-N-((3-((tert-butyldimethylsilyl)oxy)-5,5-dimethylcyclohex-1-en-1-yl)methyl)-4-methylbenzenesulfonamide
CAS No.:1404440-39-6
Molecular Formula:C₃₁H₄₂BrNO₃SSi
Molecular Weight:616.735
Hs Code.:

Synonyms:N-(3-(4-bromophenyl)prop-2-yn-1-yl)-N-((3-((tert-butyldimethylsilyl)oxy)-5,5-dimethylcyclohex-1-en-1-yl)methyl)-4-methylbenzenesulfonamide

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Chemical Property of N-(3-(4-bromophenyl)prop-2-yn-1-yl)-N-((3-((tert-butyldimethylsilyl)oxy)-5,5-dimethylcyclohex-1-en-1-yl)methyl)-4-methylbenzenesulfonamide

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Technology Process of N-(3-(4-bromophenyl)prop-2-yn-1-yl)-N-((3-((tert-butyldimethylsilyl)oxy)-5,5-dimethylcyclohex-1-en-1-yl)methyl)-4-methylbenzenesulfonamide

There total 6 articles about N-(3-(4-bromophenyl)prop-2-yn-1-yl)-N-((3-((tert-butyldimethylsilyl)oxy)-5,5-dimethylcyclohex-1-en-1-yl)methyl)-4-methylbenzenesulfonamide 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: 17.0%

: 1404440-65-8
C₂₅H₂₈BrNO₃S

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1404440-39-6
N-(3-(4-bromophenyl)prop-2-yn-1-yl)-N-((3-((tert-butyldimethylsilyl)oxy)-5,5-dimethylcyclohex-1-en-1-yl)methyl)-4-methylbenzenesulfonamide

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 30 ℃; for 12h;
DOI:10.1021/jo301764g

Reference yield:

: 15466-96-3
3-isobutoxy-5,5-dimethylcyclohex-2-en-1-one

: 1404440-39-6
N-(3-(4-bromophenyl)prop-2-yn-1-yl)-N-((3-((tert-butyldimethylsilyl)oxy)-5,5-dimethylcyclohex-1-en-1-yl)methyl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / 4 h / 20 °C

1.2: 2 h / -78 - 20 °C

2.1: methyl iodide / dichloromethane / 72 h / 45 °C

3.1: potassium carbonate / acetone / 10 h / 20 °C

4.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 1 h / 0 °C

5.1: dmap; triethylamine / dichloromethane / 12 h / 30 °C

With dmap; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; cerium(III) chloride heptahydrate; potassium carbonate; triethylamine; methyl iodide; In methanol; dichloromethane; acetone;
DOI:10.1021/jo301764g

Reference yield:

: 126-81-8
dimedone

: 1404440-39-6
N-(3-(4-bromophenyl)prop-2-yn-1-yl)-N-((3-((tert-butyldimethylsilyl)oxy)-5,5-dimethylcyclohex-1-en-1-yl)methyl)-4-methylbenzenesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: toluene-4-sulfonic acid / toluene / Dean-Stark; Reflux

2.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / 4 h / 20 °C

2.2: 2 h / -78 - 20 °C

3.1: methyl iodide / dichloromethane / 72 h / 45 °C

4.1: potassium carbonate / acetone / 10 h / 20 °C

5.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol / 1 h / 0 °C

6.1: dmap; triethylamine / dichloromethane / 12 h / 30 °C

With dmap; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; cerium(III) chloride heptahydrate; potassium carbonate; toluene-4-sulfonic acid; triethylamine; methyl iodide; In methanol; dichloromethane; acetone; toluene;
DOI:10.1021/jo301764g