(3-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methoxy)phenyl)boronic acid

Base Information

• Chemical Name: (3-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methoxy)phenyl)boronic acid
• CAS No.: 1310404-86-4
• Molecular Formula: C17H26BNO5
• Molecular Weight: 417.354
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20681911
• Wikidata: Q82606091
• Mol file: 1310404-86-4.mol

Synonyms:1310404-86-4;(3-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methoxy)phenyl)boronic acid;[3-[[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]methoxy]phenyl]boronic acid;3-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methoxy)phenylboronic acid;2096340-06-4;(3-{[1-(tert-Butoxycarbonyl)piperidin-4-yl]methoxy}phenyl)boronic acid;DTXSID20681911;MFCD18783160;CS-0174259;A888607;3-(N-BOC-Piperidin-4-ylmethoxy)phenylboronicacid96%;(3-((1-BOC-piperidin-4-yl)methoxy)phenyl)boronic acid;(3-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methoxy)phenyl)boronicacid

Chemical Property of (3-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methoxy)phenyl)boronic acid

Chemical Property:

• PSA: 79.23000
• LogP: 1.33020
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 335.1904031
• Heavy Atom Count: 24
• Complexity: 404

Purity/Quality:

95+% ^*data from raw suppliers

3-(N-BOC-Piperidin-4-ylmethoxy)phenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)OCC2CCN(CC2)C(=O)OC(C)(C)C)(O)O

Technology Process of (3-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methoxy)phenyl)boronic acid

There total 4 articles about (3-((1-(tert-Butoxycarbonyl)piperidin-4-yl)methoxy)phenyl)boronic acid 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: 55.0%

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate (123855-51-6) + (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)bromobenzene) (594823-67-3) → tert-butyl 4-((3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)methyl) piperidine-1-carboxylate (1310404-86-4)

Guidance literature:

With tetrabutylammomium bromide; Ni(dtbbpy)₃Cl₂; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl acetamide; at 20 ℃; for 8h; chemoselective reaction; Inert atmosphere; Electrochemical reaction; Molecular sieve; Sealed tube;

DOI:10.1002/anie.202107820

Reference yield: 22.0%

tert-butyl 4-((3-bromophenoxy)methyl)piperidine-1-carboxylate (180847-24-9) + bis(pinacol)diborane (73183-34-3) → tert-butyl 4-((3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)methyl) piperidine-1-carboxylate (1310404-86-4)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 80 ℃; for 14h; Inert atmosphere;

Reference yield:

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate (123855-51-6) → tert-butyl 4-((3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)methyl) piperidine-1-carboxylate (1310404-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 °C / Inert atmosphere

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 14 h / 80 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane;

upstream raw materials:

tert-butyl 4-((3-bromophenoxy)methyl)piperidine-1-carboxylate

bis(pinacol)diborane

tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

3-Bromophenol

Downstream raw materials:

tert-butyl 5-(tert-butoxycarbonyl(2-(3-((1-(tert-butoxycarbonyl)piperidin-4-yl)methoxy)phenyl)pyrimidin-4-yl)amino)-1H-indazole-1-carboxylate

N-(2-(3-(piperidin-4-ylmethoxy)phenyl)pyrimidin-4-yl)-1H-indazol-5-amine

Refernces

• 1、 -. "TREATMENT OF GVHD". Paragraph 0263. . Retrieved 2015/11/18.