N-((3-((tert-butyldimethylsilyl)oxy)cyclohex-1-en-1-yl)methyl)-4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide

Base Information

Chemical Name:N-((3-((tert-butyldimethylsilyl)oxy)cyclohex-1-en-1-yl)methyl)-4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide
CAS No.:1404440-34-1
Molecular Formula:C₂₉H₃₉NO₃SSi
Molecular Weight:509.785
Hs Code.:

Synonyms:N-((3-((tert-butyldimethylsilyl)oxy)cyclohex-1-en-1-yl)methyl)-4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide

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Chemical Property of N-((3-((tert-butyldimethylsilyl)oxy)cyclohex-1-en-1-yl)methyl)-4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide

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Technology Process of N-((3-((tert-butyldimethylsilyl)oxy)cyclohex-1-en-1-yl)methyl)-4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide

There total 6 articles about N-((3-((tert-butyldimethylsilyl)oxy)cyclohex-1-en-1-yl)methyl)-4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide 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: 98.0%

: 1204114-64-6
N-((3-hydroxycyclohex-1-en-1-yl)methyl)-4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1404440-34-1
N-((3-((tert-butyldimethylsilyl)oxy)cyclohex-1-en-1-yl)methyl)-4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide

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

Reference yield:

: 23074-59-1
3-isobutoxycyclohex-2-en-1-one

: 1404440-34-1
N-((3-((tert-butyldimethylsilyl)oxy)cyclohex-1-en-1-yl)methyl)-4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide

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:

: 504-02-9
1,3-cylohexanedione

: 1404440-34-1
N-((3-((tert-butyldimethylsilyl)oxy)cyclohex-1-en-1-yl)methyl)-4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide

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