3-Benzyloxy-4-methoxycarbonylphenylboronic acid, pinacol ester

Base Information

• Chemical Name: 3-Benzyloxy-4-methoxycarbonylphenylboronic acid, pinacol ester
• CAS No.: 1073355-16-4
• Molecular Formula: C21H27BO6
• Molecular Weight: 368.238
• Hs Code.: 2931900090
• Mol file: 1073355-16-4.mol

Synonyms:3-Benzyloxy-4-methoxycarbonylphenylboronic acid, pinacol ester;3-Benzyloxy-4-methoxycarbonylphenylboronic acid,

Chemical Property of 3-Benzyloxy-4-methoxycarbonylphenylboronic acid, pinacol ester

Chemical Property:

• PSA: 53.99000
• LogP: 3.35140

Purity/Quality:

98.5% ^*data from raw suppliers

3-Benzyloxy-4-methoxycarbonylphenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Benzyloxy-4-methoxycarbonylphenylboronic acid, pinacol ester

Technology Process of 3-Benzyloxy-4-methoxycarbonylphenylboronic acid, pinacol ester

There total 6 articles about 3-Benzyloxy-4-methoxycarbonylphenylboronic acid, pinacol ester 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: 78.0%

methyl 2-(benzyloxy)-4-iodobenzoate (854028-46-9) + bis(pinacol)diborane (73183-34-3) → methyl 2-(benzyloxy)-4-(pinacolboronic ester) benzoate (1073355-16-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In 1,4-dioxane; for 16h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201201985

Reference yield:

methyl 4-iodosalicylate (18179-39-0) → methyl 2-(benzyloxy)-4-(pinacolboronic ester) benzoate (1073355-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 80 °C / Inert atmosphere

2: potassium acetate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 16 h / Inert atmosphere; Reflux

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; potassium carbonate; In 1,4-dioxane; acetonitrile;

DOI:10.1002/chem.201201985

Reference yield:

benzyl bromide (100-39-0) → methyl 2-(benzyloxy)-4-(pinacolboronic ester) benzoate (1073355-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 80 °C / Inert atmosphere

2: potassium acetate; bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 16 h / Inert atmosphere; Reflux

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; potassium carbonate; In 1,4-dioxane; acetonitrile;

DOI:10.1002/chem.201201985

upstream raw materials:

methyl 4-iodosalicylate

benzyl bromide

methyl 2-(benzyloxy)-4-iodobenzoate

bis(pinacol)diborane

Downstream raw materials:

C₃₈H₃₄O₆

C₂₃H₂₁BrO₃

4-mer-HCA

C₃₁H₂₉IO₃

Refernces

• 1、 Feng, Liang,Li, Jia-Luo,Day, Gregory S.,Lv, Xiu-Liang,Zhou, Hong-Cai. "Temperature-Controlled Evolution of Nanoporous MOF Crystallites into Hierarchically Porous Superstructures". . p. 1265 - 1274. Retrieved 2019.
• 2、 Feng, Liang,Wang, Kun-Yu,Yan, Tian-Hao,Zhou, Hong-Cai. "Porous Crystalline Spherulite Superstructures". supporting information. p. 460 - 471. Retrieved 2020/02/18.