tert-butyl (2-((4-bromo-5-chloro-2-(hydroxymethyl)phenyl)ethynyl)phenyl)carbamate

Base Information

Chemical Name:tert-butyl (2-((4-bromo-5-chloro-2-(hydroxymethyl)phenyl)ethynyl)phenyl)carbamate
CAS No.:1616954-94-9
Molecular Formula:C₂₀H₁₉BrClNO₃
Molecular Weight:436.733
Hs Code.:

Synonyms:tert-butyl (2-((4-bromo-5-chloro-2-(hydroxymethyl)phenyl)ethynyl)phenyl)carbamate

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Chemical Property of tert-butyl (2-((4-bromo-5-chloro-2-(hydroxymethyl)phenyl)ethynyl)phenyl)carbamate

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Technology Process of tert-butyl (2-((4-bromo-5-chloro-2-(hydroxymethyl)phenyl)ethynyl)phenyl)carbamate

There total 5 articles about tert-butyl (2-((4-bromo-5-chloro-2-(hydroxymethyl)phenyl)ethynyl)phenyl)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: 57.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1616954-89-2
(2-((2-aminophenyl)ethynyl)-5-bromo-4-chlorophenyl)methanol

: 1616954-94-9
tert-butyl (2-((4-bromo-5-chloro-2-(hydroxymethyl)phenyl)ethynyl)phenyl)carbamate

Guidance literature:: In tetrahydrofuran; at 70 ℃;
DOI:10.1039/c4ob00694a

Reference yield:

: (4-chloro-5-bromo-2-iodophenyl)methanol

: 1616954-94-9
tert-butyl (2-((4-bromo-5-chloro-2-(hydroxymethyl)phenyl)ethynyl)phenyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 4 h / Inert atmosphere; Schlenk technique

2: tetrahydrofuran / 70 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; 1: |Sonogashira Cross-Coupling;
DOI:10.1039/c4ob00694a

Reference yield:

: 89-77-0
2-Amino-4-chlorobenzoic acid

: 1616954-94-9
tert-butyl (2-((4-bromo-5-chloro-2-(hydroxymethyl)phenyl)ethynyl)phenyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid; bromine / 4 h / 20 °C

2.1: sulfuric acid; sodium nitrite / dimethyl sulfoxide / 2 h / 20 °C

2.2: 2 h

3.1: triethylamine; chloroformic acid ethyl ester / 1 h / 0 °C

3.2: 1 h

4.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / tetrahydrofuran / 4 h / Inert atmosphere; Schlenk technique

5.1: tetrahydrofuran / 70 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sulfuric acid; bromine; chloroformic acid ethyl ester; acetic acid; triethylamine; sodium nitrite; In tetrahydrofuran; dimethyl sulfoxide; 4.1: |Sonogashira Cross-Coupling;
DOI:10.1039/c4ob00694a