N,N-diethyl-O-([1-(3-methoxyphenyl)-3-(trimethylsilyl)]naphth-2-yl)-carbamate

Base Information

Chemical Name:N,N-diethyl-O-([1-(3-methoxyphenyl)-3-(trimethylsilyl)]naphth-2-yl)-carbamate
CAS No.:1603898-65-2
Molecular Formula:C₂₅H₃₁NO₃Si
Molecular Weight:421.612
Hs Code.:

Synonyms:N,N-diethyl-O-([1-(3-methoxyphenyl)-3-(trimethylsilyl)]naphth-2-yl)-carbamate

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Chemical Property of N,N-diethyl-O-([1-(3-methoxyphenyl)-3-(trimethylsilyl)]naphth-2-yl)-carbamate

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Technology Process of N,N-diethyl-O-([1-(3-methoxyphenyl)-3-(trimethylsilyl)]naphth-2-yl)-carbamate

There total 4 articles about N,N-diethyl-O-([1-(3-methoxyphenyl)-3-(trimethylsilyl)]naphth-2-yl)-carbamate 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: 94.0%

: 1603898-32-3
N,N-diethyl-O-((1-iodo-3-(trimethylsilyl))naphth-2-yl)-carbamate

: 10365-98-7,1107579-37-2
3-methoxyphenylboronic acid

: 1603898-65-2
N,N-diethyl-O-([1-(3-methoxyphenyl)-3-(trimethylsilyl)]naphth-2-yl)-carbamate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; for 16h; Inert atmosphere; Reflux;
DOI:10.1021/ol500707w

Reference yield:

: 88-10-8
N,N-diethylcarbamyl chloride

: 1603898-65-2
N,N-diethyl-O-([1-(3-methoxyphenyl)-3-(trimethylsilyl)]naphth-2-yl)-carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

2.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 0 - 20 °C / Inert atmosphere

3.1: Iodine monochloride / dichloromethane / 16 h / 20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane / 16 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2,6,6-tetramethylpiperidinyl-lithium; Iodine monochloride; sodium hydride; potassium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 4.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/ol500707w

Reference yield:

: 135-19-3
β-naphthol

: 1603898-65-2
N,N-diethyl-O-([1-(3-methoxyphenyl)-3-(trimethylsilyl)]naphth-2-yl)-carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

2.1: 2,2,6,6-tetramethylpiperidinyl-lithium / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 0 - 20 °C / Inert atmosphere

3.1: Iodine monochloride / dichloromethane / 16 h / 20 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane / 16 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2,2,6,6-tetramethylpiperidinyl-lithium; Iodine monochloride; sodium hydride; potassium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; 4.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/ol500707w