tert-butyl (1S)-1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

Base Information

Chemical Name:tert-butyl (1S)-1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate
CAS No.:1591920-38-5
Molecular Formula:C₂₇H₂₈BrNO₂
Molecular Weight:478.429
Hs Code.:

Synonyms:tert-butyl (1S)-1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Chemical Property of tert-butyl (1S)-1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Technology Process of tert-butyl (1S)-1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 11 articles about tert-butyl (1S)-1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate 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: 88.0%

: tert-butyl (S)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 589-15-1
1-bromomethyl-4-bromobenzene

: 1591920-38-5
tert-butyl (1S)-1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: tert-butyl (S)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

1-bromomethyl-4-bromobenzene; In tetrahydrofuran; hexane; at 20 ℃; for 16h;
DOI:10.1021/ja500485f

Reference yield:

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

: 1591920-38-5
tert-butyl (1S)-1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 20 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 16 h / 20 °C

With n-butyllithium; In tetrahydrofuran; hexane;
DOI:10.1021/ja500485f

Reference yield:

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

: 1591920-38-5
tert-butyl (1S)-1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

: tert-butyl (1R)-1-(4-bromobenzyl)-1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 20 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.07 h / -50 °C

2.2: 16 h / 20 °C

3.1: Beckman system fitted with a Lux × 3u cellulose?1 (250 mm × 4.60 mm i.d.) / hexane; isopropyl alcohol / Resolution of racemate

With n-butyllithium; In tetrahydrofuran; hexane; isopropyl alcohol;
DOI:10.1021/ja500485f