(Z)-4-((4-bromophenyl)iodomethylene)-10,10-dimethyl-2-tosyl-2-azaspiro[4.6]undec-7-ene

Base Information

Chemical Name:(Z)-4-((4-bromophenyl)iodomethylene)-10,10-dimethyl-2-tosyl-2-azaspiro[4.6]undec-7-ene
CAS No.:1404440-54-5
Molecular Formula:C₂₆H₂₉BrINO₂S
Molecular Weight:626.396
Hs Code.:

Synonyms:(Z)-4-((4-bromophenyl)iodomethylene)-10,10-dimethyl-2-tosyl-2-azaspiro[4.6]undec-7-ene

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Chemical Property of (Z)-4-((4-bromophenyl)iodomethylene)-10,10-dimethyl-2-tosyl-2-azaspiro[4.6]undec-7-ene

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Technology Process of (Z)-4-((4-bromophenyl)iodomethylene)-10,10-dimethyl-2-tosyl-2-azaspiro[4.6]undec-7-ene

There total 7 articles about (Z)-4-((4-bromophenyl)iodomethylene)-10,10-dimethyl-2-tosyl-2-azaspiro[4.6]undec-7-ene 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: 57.0%

: 75-11-6
diiodomethane

: 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

: 1404440-54-5
(Z)-4-((4-bromophenyl)iodomethylene)-10,10-dimethyl-2-tosyl-2-azaspiro[4.6]undec-7-ene

Guidance literature:: With diethylzinc; In 1,2-dichloro-ethane; at 0 - 50 ℃; for 1h; under 760.051 Torr; Inert atmosphere;
DOI:10.1021/jo301764g

Reference yield:

: 126-81-8
dimedone

: 1404440-54-5
(Z)-4-((4-bromophenyl)iodomethylene)-10,10-dimethyl-2-tosyl-2-azaspiro[4.6]undec-7-ene

Guidance literature:: Multi-step reaction with 7 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

7.1: diethylzinc / 1,2-dichloro-ethane / 1 h / 0 - 50 °C / 760.05 Torr / Inert atmosphere

With dmap; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; cerium(III) chloride heptahydrate; diethylzinc; potassium carbonate; toluene-4-sulfonic acid; triethylamine; methyl iodide; In methanol; dichloromethane; 1,2-dichloro-ethane; acetone; toluene;
DOI:10.1021/jo301764g

Reference yield:

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

: 1404440-54-5
(Z)-4-((4-bromophenyl)iodomethylene)-10,10-dimethyl-2-tosyl-2-azaspiro[4.6]undec-7-ene

Guidance literature:: Multi-step reaction with 6 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

6.1: diethylzinc / 1,2-dichloro-ethane / 1 h / 0 - 50 °C / 760.05 Torr / Inert atmosphere

With dmap; sodium tetrahydroborate; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; cerium(III) chloride heptahydrate; diethylzinc; potassium carbonate; triethylamine; methyl iodide; In methanol; dichloromethane; 1,2-dichloro-ethane; acetone;
DOI:10.1021/jo301764g