rac-tert-butyl N-[1-(3-bromophenyl)-2-hydroxy-1-methyl-but-3-ynyl]carbamate

Base Information

Chemical Name:rac-tert-butyl N-[1-(3-bromophenyl)-2-hydroxy-1-methyl-but-3-ynyl]carbamate
CAS No.:1369542-95-9
Molecular Formula:C₁₆H₂₀BrNO₃
Molecular Weight:354.244
Hs Code.:

Synonyms:rac-tert-butyl N-[1-(3-bromophenyl)-2-hydroxy-1-methyl-but-3-ynyl]carbamate

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Chemical Property of rac-tert-butyl N-[1-(3-bromophenyl)-2-hydroxy-1-methyl-but-3-ynyl]carbamate

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Technology Process of rac-tert-butyl N-[1-(3-bromophenyl)-2-hydroxy-1-methyl-but-3-ynyl]carbamate

There total 6 articles about rac-tert-butyl N-[1-(3-bromophenyl)-2-hydroxy-1-methyl-but-3-ynyl]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: 99.0%

: 887913-44-2
rac-[1-(3-bromo-phenyl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester

: 4301-14-8
acetylenemagnesium bromide

: 1369542-95-9
rac-tert-butyl N-[1-(3-bromophenyl)-2-hydroxy-1-methyl-but-3-ynyl]carbamate

Guidance literature:: In tetrahydrofuran; at 0 - 20 ℃; for 0.75h; Inert atmosphere;

Reference yield:

: 2142-63-4
1-(3-Bromophenyl)ethanone

: 1369542-95-9
rac-tert-butyl N-[1-(3-bromophenyl)-2-hydroxy-1-methyl-but-3-ynyl]carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: ammonia; ammonium chloride / methanol / 96 h / 20 °C

2.1: hydrogenchloride / 96 h / Reflux

2.2: pH 8

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / -15 - 0 °C

4.1: sodium hydrogencarbonate / tetrahydrofuran / 15.17 h / 0 - 20 °C

4.2: pH 1 - 2 / Cooling with ice

5.1: Dess-Martin periodane / dichloromethane / 1.25 h / 0 - 20 °C

6.1: tetrahydrofuran / 0.75 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; ammonia; sodium hydrogencarbonate; ammonium chloride; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: 1183013-69-5
(RS)-2-amino-2-(3-bromo-phenyl)-propan-1-ol

: 1369542-95-9
rac-tert-butyl N-[1-(3-bromophenyl)-2-hydroxy-1-methyl-but-3-ynyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran / 15.17 h / 0 - 20 °C

1.2: pH 1 - 2 / Cooling with ice

2.1: Dess-Martin periodane / dichloromethane / 1.25 h / 0 - 20 °C

3.1: tetrahydrofuran / 0.75 h / 0 - 20 °C / Inert atmosphere

With sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane;