tert-butyl {3-bromo-5-[(3-fluorophenyl)(hydroxyl)methyl]-4-methylbenzyl}cyclopropylcarbamate

Base Information

Chemical Name:tert-butyl {3-bromo-5-[(3-fluorophenyl)(hydroxyl)methyl]-4-methylbenzyl}cyclopropylcarbamate
CAS No.:1229244-70-5
Molecular Formula:C₂₃H₂₇BrFNO₃
Molecular Weight:464.375
Hs Code.:

Synonyms:tert-butyl {3-bromo-5-[(3-fluorophenyl)(hydroxyl)methyl]-4-methylbenzyl}cyclopropylcarbamate

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Chemical Property of tert-butyl {3-bromo-5-[(3-fluorophenyl)(hydroxyl)methyl]-4-methylbenzyl}cyclopropylcarbamate

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Technology Process of tert-butyl {3-bromo-5-[(3-fluorophenyl)(hydroxyl)methyl]-4-methylbenzyl}cyclopropylcarbamate

There total 8 articles about tert-butyl {3-bromo-5-[(3-fluorophenyl)(hydroxyl)methyl]-4-methylbenzyl}cyclopropylcarbamate 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:

: 1229244-78-3
tert-butyl (3-bromo-5-formyl-4-methylbenzyl)cyclopropylcarbamate

: 17318-03-5
bromo(3-fluorophenyl)magnesium

: 1229244-70-5
tert-butyl {3-bromo-5-[(3-fluorophenyl)(hydroxyl)methyl]-4-methylbenzyl}cyclopropylcarbamate

Guidance literature:: tert-butyl (3-bromo-5-formyl-4-methylbenzyl)cyclopropylcarbamate; bromo(3-fluorophenyl)magnesium; In tetrahydrofuran; at 0 - 20 ℃; for 0.75h;

With water; ammonium chloride; In tetrahydrofuran;

Reference yield:

: 74896-66-5
Methyl 3,5-Dibromo-4-methylbenzoate

: 1229244-70-5
tert-butyl {3-bromo-5-[(3-fluorophenyl)(hydroxyl)methyl]-4-methylbenzyl}cyclopropylcarbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium carbonate / trans-dichlorobis(triphenylphosphine)palladium(II) / water; N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere of nitrogen

2.1: diisobutylaluminium hydride / dichloromethane / 1.5 h / 20 °C

3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.67 h / 20 °C

4.1: magnesium sulfate / dichloromethane / 20 °C

5.1: magnesium sulfate / dichloromethane / 20 °C

6.1: sodium tetrahydroborate / methanol / 0 - 20 °C

6.2: 0.42 h

7.1: ozone / dichloromethane / -78 °C

7.2: 16 h / -78 - 20 °C / Inert atmosphere of nitrogen

8.1: tetrahydrofuran / 0.75 h / 0 - 20 °C

With sodium tetrahydroborate; diisobutylaluminium hydride; sodium hydrogencarbonate; sodium carbonate; magnesium sulfate; Dess-Martin periodane; ozone; trans-dichlorobis(triphenylphosphine)palladium(II); In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Suzuki Coupling;

Reference yield:

: 1229244-81-8
3-bromo-5-[(1E)-3-methoxy-1-propen-1-yl]-4-methylbenzaldehyde

: 1229244-70-5
tert-butyl {3-bromo-5-[(3-fluorophenyl)(hydroxyl)methyl]-4-methylbenzyl}cyclopropylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: magnesium sulfate / dichloromethane / 20 °C

2.1: magnesium sulfate / dichloromethane / 20 °C

3.1: sodium tetrahydroborate / methanol / 0 - 20 °C

3.2: 0.42 h

4.1: ozone / dichloromethane / -78 °C

4.2: 16 h / -78 - 20 °C / Inert atmosphere of nitrogen

5.1: tetrahydrofuran / 0.75 h / 0 - 20 °C

With sodium tetrahydroborate; magnesium sulfate; ozone; In tetrahydrofuran; methanol; dichloromethane;