(2-((tert-Butoxycarbonyl)amino)phenyl)boronic acid

Base Information

• Chemical Name: (2-((tert-Butoxycarbonyl)amino)phenyl)boronic acid
• CAS No.: 115377-94-1
• Molecular Formula: C11H16BNO4
• Molecular Weight: 237.063
• Hs Code.: 2931900090
• European Community (EC) Number: 640-451-6
• DSSTox Substance ID: DTXSID00378291
• Nikkaji Number: J634.402J
• Wikidata: Q72448334
• Mol file: 115377-94-1.mol

Synonyms:115377-94-1;(2-BOC-AMINOPHENYL)BORONIC ACID;(2-((tert-Butoxycarbonyl)amino)phenyl)boronic acid;2-BOC-aminophenylboronic acid;N-(tert-Butoxycarbonyl)-2-amino-1-phenylboronic acid;[2-[(2-methylpropan-2-yl)oxycarbonylamino]phenyl]boronic Acid;N-(TERT-BUTOXYCARBONYL)2-AMINO-1-PHENYLBORONIC ACID;2-(TERT-BUTOXYCARBONYLAMINO)PHENYLBORONIC ACID;N-(tert-Butoxycarbonyl)-2-amino-1-phenylboronicacid;(2-{[(tert-butoxy)carbonyl]amino}phenyl)boronic acid;{2-[(tert-Butoxycarbonyl)amino]phenyl}boronic acid;2-(N-BOC-AMINO)PHENYLBORONIC ACID;SCHEMBL1008543;AMY1056;DTXSID00378291;RMEIKYSECODAHJ-UHFFFAOYSA-N;MFCD02179450;AKOS004116181;AB11153;BS-19467;CS-0174017;FT-0604603;2-(tert-Butoxycarbonylamino)benzeneboronic acid;EN300-172708;{[(tert-butoxycarbonyl)amino]phenyl}boronic acid;2-(T-BUTOXYCARBONYLAMINO)PHENYLBORONIC ACID;A803423;J-500644

Chemical Property of (2-((tert-Butoxycarbonyl)amino)phenyl)boronic acid

Chemical Property:

• Melting Point: 123-125 °C
• Refractive Index: 1.53
• PKA: 8.54±0.53(Predicted)
• PSA: 78.79000
• Density: 1.183 g/cm³
• LogP: 0.78640
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 237.1172382
• Heavy Atom Count: 17
• Complexity: 265

Purity/Quality:

98% ^*data from raw suppliers

2-Boc-aminophenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=CC=C1NC(=O)OC(C)(C)C)(O)O

Technology Process of (2-((tert-Butoxycarbonyl)amino)phenyl)boronic acid

There total 6 articles about (2-((tert-Butoxycarbonyl)amino)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: 67.0%

tert-butyl phenylcarbamate (3422-01-3) + Trimethyl borate (121-43-7,63156-11-6) → 2-(tert-butoxycarbonylamino)phenylboronic acid (115377-94-1)

Guidance literature:

tert-butyl phenylcarbamate; With tert.-butyl lithium; In diethyl ether; pentane; at -10 ℃; for 3h; Inert atmosphere;

Trimethyl borate; In diethyl ether; pentane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/ejoc.201601242

Reference yield: 62.0%

tert-butyl phenylcarbamate (3422-01-3) → 2-(tert-butoxycarbonylamino)phenylboronic acid (115377-94-1)

Guidance literature:

tert-butyl phenylcarbamate; With tert.-butyl lithium; In diethyl ether; pentane; at -15 - -10 ℃; for 3h; Inert atmosphere;

With Trimethyl borate; In diethyl ether; pentane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.11.011

Reference yield: 53.0%

tert-butyl phenylcarbamate (3422-01-3) + ethyl acetate n-hexane + Trimethyl borate (121-43-7,63156-11-6) + tert.-butyl lithium (594-19-4) → 2-(tert-butoxycarbonylamino)phenylboronic acid (115377-94-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran;

upstream raw materials:

2-aminophenylboronic acid

tert-butyl phenylcarbamate

Trimethyl borate

tert.-butyl lithium

Downstream raw materials:

6(5H)-phenanthridinone

[(3aR,4R,5R,7aR)-7-(2-tert-Butoxycarbonylamino-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-5-yl]-carbamic acid benzyl ester

4-(2-tert-butoxycarbonylamino-phenyl)-5-(1-cyano-1-ethyl-propyl)-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester

[2-(1H-indol-5-yl)-phenyl]-carbamic acid tert-butyl ester

Refernces

• 1、 Baechler, Simone A.,Fehr, Markus,Habermeyer, Michael,Hofmann, Andreas,Merz, Karl-Heinz,Fiebig, Heinz-Herbert,Marko, Doris,Eisenbrand, Gerhard. "Synthesis, topoisomerase-targeting activity and growth inhibition of lycobetaine analogs". . p. 814 - 823. Retrieved 2013/02/25.
• 2、 -. "Imidazoline derivatives as alpha-1A adrenoceptor ligands". Page/Page column 30. . Retrieved 2010/02/11.