(R)-2-(bromomethyl)-2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)pyrrolidine

Base Information

Chemical Name:(R)-2-(bromomethyl)-2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)pyrrolidine
CAS No.:1304755-12-1
Molecular Formula:C₂₁H₁₉BrN₂O₄S
Molecular Weight:475.363
Hs Code.:

Synonyms:(R)-2-(bromomethyl)-2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)pyrrolidine

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Chemical Property of (R)-2-(bromomethyl)-2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)pyrrolidine

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Technology Process of (R)-2-(bromomethyl)-2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)pyrrolidine

There total 6 articles about (R)-2-(bromomethyl)-2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)pyrrolidine 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: 93.0%

: 1304754-43-5
4-nitro-N-(4-(2-naphthalenyl)-4-pentenyl)benzenesulfonamide

: 1304755-12-1
(R)-2-(bromomethyl)-2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)pyrrolidine

Guidance literature:: With N-Bromosuccinimide; C₃₅H₄₅N₃O₄S; In chloroform; at -62 ℃; for 96h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Darkness;
DOI:10.1021/ja201627h

Reference yield:

: 194805-62-4
methyl-4-bromo-pent-4-enoate

: 1304755-12-1
(R)-2-(bromomethyl)-2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,4-dioxane; water / 16 h / 100 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 25 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0 - 25 °C

4.1: potassium hydroxide / N,N-dimethyl-formamide / 0.5 h / 100 °C

4.2: 1 h / 100 °C

5.1: N-Bromosuccinimide; C₃₅H₄₅N₃O₄S / chloroform / 96 h / -62 °C / Inert atmosphere; Darkness

With N-Bromosuccinimide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; C₃₅H₄₅N₃O₄S; sodium carbonate; triethylamine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/ja201627h

Reference yield:

: C₁₆H₁₈O₃S

: 1304755-12-1
(R)-2-(bromomethyl)-2-(naphthalen-2-yl)-1-(4-nitrophenylsulfonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium hydroxide / N,N-dimethyl-formamide / 0.5 h / 100 °C

1.2: 1 h / 100 °C

2.1: N-Bromosuccinimide; C₃₅H₄₅N₃O₄S / chloroform / 96 h / -62 °C / Inert atmosphere; Darkness

With N-Bromosuccinimide; C₃₅H₄₅N₃O₄S; potassium hydroxide; In chloroform; N,N-dimethyl-formamide;
DOI:10.1021/ja201627h