1-(2,5-Diphenylfuran-3-yl)-2,3-di(morpholin-4-yl)-3-phenylpropan-1-one

Base Information

• Chemical Name: 1-(2,5-Diphenylfuran-3-yl)-2,3-di(morpholin-4-yl)-3-phenylpropan-1-one
• CAS No.: 103681-98-7
• Molecular Formula: C13H20BNO3
• Molecular Weight: 249.118
• NSC Number: 36711
• DSSTox Substance ID: DTXSID30284316,DTXSID60908558
• Mol file: 103681-98-7.mol

Synonyms:6267-12-5;1-(2,5-diphenylfuran-3-yl)-2,3-di(morpholin-4-yl)-3-phenylpropan-1-one;NSC36711;DTXSID30284316;DTXSID60908558;NSC-36711;1-(2,5-Diphenylfuran-3-yl)-2,3-bis(morpholin-4-yl)-3-phenylpropan-1-one

Chemical Property of 1-(2,5-Diphenylfuran-3-yl)-2,3-di(morpholin-4-yl)-3-phenylpropan-1-one

Chemical Property:

• Vapor Pressure: 2E-08mmHg at 25°C
• Refractive Index: 1.527
• Boiling Point: 437.4 °C at 760 mmHg
• PKA: 8.27±0.53(Predicted)
• Flash Point: 218.3 °C
• PSA: 60.77000
• Density: 1.1 g/cm³
• LogP: 0.62540
• Storage Temp.: 2-8°C
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 522.25185757
• Heavy Atom Count: 39
• Complexity: 749

Purity/Quality:

98%min ^*data from raw suppliers

2-(Diisopropylcarbanoyl)phenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C(C2=CC=CC=C2)C(C(=O)C3=C(OC(=C3)C4=CC=CC=C4)C5=CC=CC=C5)N6CCOCC6

Technology Process of 1-(2,5-Diphenylfuran-3-yl)-2,3-di(morpholin-4-yl)-3-phenylpropan-1-one

There total 6 articles about 1-(2,5-Diphenylfuran-3-yl)-2,3-di(morpholin-4-yl)-3-phenylpropan-1-one 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: 98.0%

Trimethyl borate (121-43-7,63156-11-6) + N,N-diisopropyl benzamide (20383-28-2) → 2-diisopropylaminocarbonylphenylboronic acid (103681-98-7)

Guidance literature:

N,N-diisopropyl benzamide; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1h;

Trimethyl borate; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃;

With hydrogenchloride; ammonium chloride; In tetrahydrofuran; cyclohexane; pH=5 - 6;

DOI:10.1139/v00-055

Reference yield:

N,N-diisopropyl benzamide (20383-28-2) → 2-diisopropylaminocarbonylphenylboronic acid (103681-98-7)

Guidance literature:

N,N-diisopropyl benzamide; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1.25h;

With Trimethyl borate; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃; Further stages.;

DOI:10.1021/ja0167809

Reference yield:

benzoyl chloride (98-88-4) → 2-diisopropylaminocarbonylphenylboronic acid (103681-98-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / Et₃N / diethyl ether / 20 °C

2.1: s-BuLi; TMEDA / tetrahydrofuran; cyclohexane / 1.25 h / -78 °C

2.2: B(OMe)3 / tetrahydrofuran; cyclohexane / -78 - 20 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; triethylamine; In tetrahydrofuran; diethyl ether; cyclohexane;

DOI:10.1021/ja0167809

upstream raw materials:

Trimethyl borate

N,N-diisopropyl benzamide

benzoyl chloride

diisopropylamine

Downstream raw materials:

N,N-Diisopropyl-2-thiophen-2-yl-benzamide

N,N-Diisopropyl-2-thiazol-2-yl-benzamide

N,N-diisopropyl 2-(3-pyridyl)benzamide

N,N-Diisopropyl-2-(6-methoxy-naphthalen-2-yl)-benzamide

Refernces

• 1、 -. "Compounds and their use". . . Retrieved 2008/06/13.
• 2、 Fu, Jian-Min,Snieckus, Victor. "The directed ortho metalation - Palladium catalyzed cross coupling connection. A general regiospecific route to 9-phenanthrols and phenanthrenes. Exploratory further metalation". . p. 905 - 919. Retrieved 2007/10/03.