benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Base Information

• Chemical Name: benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
• CAS No.: 1020174-05-3
• Molecular Formula: C₂₃H₂₈BNO₄
• Molecular Weight: 393.291
• Mol file: 1020174-05-3.mol

Synonyms:benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Chemical Property of benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

Chemical Property:

• Boiling Point: 530.9±50.0 °C(Predicted)
• Density: 1.17±0.1 g/cm3(Predicted)

Purity/Quality:

98%min ^*data from raw suppliers

Benzyl6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 1 articles about benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-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: 84.0%

benzyl 6-bromo-3,4-dihydroisoquinoline-2(1H)-carboxylate + bis(pinacol)diborane (73183-34-3) → benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (1020174-05-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; In 1,4-dioxane; at 80 ℃; for 18h; Inert atmosphere;

Reference yield: 82.0%

benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (1020174-05-3) → (2-((benzyloxy)carbonyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)boronic acid (1020173-39-0)

Guidance literature:

benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate; With sodium periodate; In tetrahydrofuran; water; at 25 ℃; for 0.5h;

With hydrogenchloride; In tetrahydrofuran; water; for 2.5h;

Reference yield:

benzyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (1020174-05-3) → benzyl 6-(3-tert-butyl-5-(ethoxycarbonyl)-1H-pyrazol-1-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (1020173-40-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium periodate / water; tetrahydrofuran / 0.5 h / 25 °C

1.2: 2.5 h

2.1: pyridine; copper diacetate / dichloromethane / 40 h / 25 °C / Molecular sieve

With pyridine; sodium periodate; copper diacetate; In tetrahydrofuran; dichloromethane; water;

upstream raw materials:

bis(pinacol)diborane

Downstream raw materials:

(2-((benzyloxy)carbonyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)boronic acid

benzyl 6-(3-tert-butyl-5-(ethoxycarbonyl)-1H-pyrazol-1-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

1-(2-(benzyloxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-6-yl)-3-tert-butyl-1H-pyrazole-5-carboxylic acid

benzyl 6-(3-tert-butyl-5-((2,2,2-trichloroethoxy)carbonyl)amino-1H-pyrazol-1-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate