(-)-(Rs,RS)-N-[5-(2-bromophenethyl)non-1-en-5-yl]-2-methylpropane-2-sulfinamide

Base Information

Chemical Name:(-)-(Rs,RS)-N-[5-(2-bromophenethyl)non-1-en-5-yl]-2-methylpropane-2-sulfinamide
CAS No.:1310343-32-8
Molecular Formula:C₂₁H₃₄BrNOS
Molecular Weight:428.477
Hs Code.:

Synonyms:(-)-(Rs,RS)-N-[5-(2-bromophenethyl)non-1-en-5-yl]-2-methylpropane-2-sulfinamide

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Chemical Property of (-)-(Rs,RS)-N-[5-(2-bromophenethyl)non-1-en-5-yl]-2-methylpropane-2-sulfinamide

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Technology Process of (-)-(Rs,RS)-N-[5-(2-bromophenethyl)non-1-en-5-yl]-2-methylpropane-2-sulfinamide

There total 4 articles about (-)-(Rs,RS)-N-[5-(2-bromophenethyl)non-1-en-5-yl]-2-methylpropane-2-sulfinamide 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: 83.0%

: 109-72-8,29786-93-4
n-butyllithium

: 1310343-31-7
(R)-N-[1-(2-bromophenyl)hept-6-en-3-ylidene]-2-methylpropane-2-sulfinamide

: 1310343-32-8
(-)-(Rs,RS)-N-[5-(2-bromophenethyl)non-1-en-5-yl]-2-methylpropane-2-sulfinamide

Guidance literature:: (R)-N-[1-(2-bromophenyl)hept-6-en-3-ylidene]-2-methylpropane-2-sulfinamide; With trimethylaluminum; In toluene; at -78 ℃; for 0.0833333h; Inert atmosphere;

n-butyllithium; In diethyl ether; toluene; at -78 ℃; for 7.16667h; Inert atmosphere;

With ammonium chloride; In diethyl ether; water; toluene; Inert atmosphere; Cooling with ice;
DOI:10.1021/ol201123b

Reference yield:

: 1310343-28-2
3-(2-bromophenyl)-N-methoxy-N-methylpropanamide

: 1310343-32-8
(-)-(Rs,RS)-N-[5-(2-bromophenethyl)non-1-en-5-yl]-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium / diethyl ether / 0.92 h / 20 °C / Inert atmosphere; Reflux

1.2: 1.92 h / 0 - 20 °C / Inert atmosphere

1.3: 0 °C / Inert atmosphere

2.1: titanium(IV) tetraethanolate / tetrahydrofuran / Inert atmosphere; Reflux

3.1: trimethylaluminum / toluene / 0.08 h / -78 °C / Inert atmosphere

3.2: 7.17 h / -78 °C / Inert atmosphere

3.3: Inert atmosphere; Cooling with ice

With titanium(IV) tetraethanolate; trimethylaluminum; magnesium; In tetrahydrofuran; diethyl ether; toluene;
DOI:10.1021/ol201123b

Reference yield:

: 1021172-48-4
1-(2-bromophenyl)hept-6-en-3-one

: 1310343-32-8
(-)-(Rs,RS)-N-[5-(2-bromophenethyl)non-1-en-5-yl]-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: titanium(IV) tetraethanolate / tetrahydrofuran / Inert atmosphere; Reflux

2.1: trimethylaluminum / toluene / 0.08 h / -78 °C / Inert atmosphere

2.2: 7.17 h / -78 °C / Inert atmosphere

2.3: Inert atmosphere; Cooling with ice

With titanium(IV) tetraethanolate; trimethylaluminum; In tetrahydrofuran; toluene;
DOI:10.1021/ol201123b