tert-butyl 5-(benzyloxy)-8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate

Base Information

• Chemical Name: tert-butyl 5-(benzyloxy)-8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate
• CAS No.: 853074-91-6
• Molecular Formula: C₂₁H₂₄BrNO₃
• Molecular Weight: 418.33
• Mol file: 853074-91-6.mol

Synonyms:tert-butyl 5-(benzyloxy)-8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate

Chemical Property of tert-butyl 5-(benzyloxy)-8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 5-(benzyloxy)-8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 5 articles about tert-butyl 5-(benzyloxy)-8-bromo-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:

tert-butyl 8-bromo-5-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate (497068-68-5) + benzyl bromide (100-39-0) → tert-butyl 5-(benzyloxy)-8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate (853074-91-6)

Guidance literature:

With potassium carbonate; In acetone;

DOI:10.1016/j.bmcl.2006.09.028

Reference yield:

2-tert-butyloxycarbonyl-5-hydroxy-1,2,3,4-tetrahydroisoquinoline (216064-48-1) → tert-butyl 5-(benzyloxy)-8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate (853074-91-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NBS / dimethylformamide

2: K₂CO₃ / acetone

With N-Bromosuccinimide; potassium carbonate; In N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.bmcl.2006.09.028

Reference yield:

5-hydroxyisoquinoline (2439-04-5) → tert-butyl 5-(benzyloxy)-8-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate (853074-91-6)

Guidance literature:

Multi-step reaction with 4 steps

1: AcOH; H₂ / PtO₂

2: tetrahydrofuran

3: NBS / dimethylformamide

4: K₂CO₃ / acetone

With N-Bromosuccinimide; hydrogen; potassium carbonate; acetic acid; platinum(IV) oxide; In tetrahydrofuran; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.bmcl.2006.09.028

upstream raw materials:

tert-butyl 8-bromo-5-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

benzyl bromide

1,2,3,4-tetrahydro-5-hydroxy-isoquinoline

di-tert-butyl dicarbonate

Downstream raw materials:

5-[2-(2-biphenyl-4-yl-5-methyl-oxazol-4-yl)-ethoxy]-8-(2-methoxycarbonyl-ethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid propyl ester

5-[2-(2-biphenyl-4-yl-5-methyl-oxazol-4-yl)-ethoxy]-8-(2-methoxycarbonyl-ethyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

8-(2-methoxycarbonyl-ethyl)-5-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-3,4-dihydro-1H-isoquinoline-2-carboxylic acid prop-2-ynyl ester