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

Base Information

Chemical Name:(Z)-tert-butyl (2-(4-bromo-5-chloro-2-(hydroxymethyl)styryl)phenyl)carbamate
CAS No.:1616954-99-4
Molecular Formula:C₂₀H₂₁BrClNO₃
Molecular Weight:438.749
Hs Code.:

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

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

Chemical Property:

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

There total 6 articles about (Z)-tert-butyl (2-(4-bromo-5-chloro-2-(hydroxymethyl)styryl)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: 100.0%

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

: 1616954-99-4
(Z)-tert-butyl (2-(4-bromo-5-chloro-2-(hydroxymethyl)styryl)phenyl)carbamate

Guidance literature:: With quinoline; 10 percent palladium on barium sulphate; hydrogen; In methanol; for 4h;
DOI:10.1039/c4ob00694a

Reference yield:

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

: 1616954-99-4
(Z)-tert-butyl (2-(4-bromo-5-chloro-2-(hydroxymethyl)styryl)phenyl)carbamate

Guidance literature:: Multi-step reaction with 6 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

6.1: quinoline; 10 percent palladium on barium sulphate; hydrogen / methanol / 4 h

With quinoline; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sulfuric acid; 10 percent palladium on barium sulphate; hydrogen; bromine; chloroformic acid ethyl ester; acetic acid; triethylamine; sodium nitrite; In tetrahydrofuran; methanol; dimethyl sulfoxide; 4.1: |Sonogashira Cross-Coupling;
DOI:10.1039/c4ob00694a

Reference yield:

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

: 1616954-99-4
(Z)-tert-butyl (2-(4-bromo-5-chloro-2-(hydroxymethyl)styryl)phenyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

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

2: tetrahydrofuran / 70 °C

3: quinoline; 10 percent palladium on barium sulphate; hydrogen / methanol / 4 h

With quinoline; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 10 percent palladium on barium sulphate; hydrogen; triethylamine; In tetrahydrofuran; methanol; 1: |Sonogashira Cross-Coupling;
DOI:10.1039/c4ob00694a