tert-butyl 2-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)acetate

Base Information

• Chemical Name: tert-butyl 2-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)acetate
• CAS No.: 949922-33-2
• Molecular Formula: C₂₁H₃₂BNO₄
• Molecular Weight: 373.3
• Hs Code.: 2934999090
• Mol file: 949922-33-2.mol

Synonyms:tert-butyl 2-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)acetate;3,4-Dihydro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2(1H)-isoquinolineacetic acid 1,1-dimethylethyl ester;N-(tert-Butoxycarbonylmethyl)-3,4-dihydroisoquinoline-6-boronic acid pinacol ester

Chemical Property of tert-butyl 2-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)acetate

Chemical Property:

• Vapor Pressure: 8.52E-09mmHg at 25°C
• Refractive Index: 1.525
• Boiling Point: 464.2°C at 760 mmHg
• Flash Point: 234.5°C
• PSA: 48.00000
• Density: 1.09
• LogP: 2.62350
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl2-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 2-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)acetate

There total 3 articles about tert-butyl 2-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinolin-2(1H)-yl)acetate 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:

(6-bromo-3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid tert-butyl ester (949922-32-1) + bis(pinacol)diborane (73183-34-3) → [6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester (949922-33-2)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 85 ℃; for 18h;

Reference yield:

6-bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride (215798-19-9) → [6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester (949922-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; sodium iodide / acetonitrile / 16 h / 20 °C

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 18 h / 85 °C

With potassium acetate; sodium carbonate; sodium iodide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; acetonitrile;

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → [6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-isoquinolin-2-yl]-acetic acid tert-butyl ester (949922-33-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; sodium iodide / acetonitrile / 16 h / 20 °C

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 18 h / 85 °C

With potassium acetate; sodium carbonate; sodium iodide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; acetonitrile;

upstream raw materials:

(6-bromo-3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid tert-butyl ester

bis(pinacol)diborane

6-bromo-1,2,3,4-tetrahydroisoquinoline hydrochloride

bromoacetic acid tert-butyl ester

Refernces