4-(morpholinosulfonyl)phenylboronic acid

Base Information

• Chemical Name: 4-(morpholinosulfonyl)phenylboronic acid
• CAS No.: 486422-68-8
• Molecular Formula: C10H14BNO5S
• Molecular Weight: 271.102
• Hs Code.: 2935009090
• Mol file: 486422-68-8.mol

Synonyms:Boronicacid, [4-(4-morpholinylsulfonyl)phenyl]- (9CI);(4-Morpholinosulfonylphenyl)boronic acid;4-(Morpholin-4-ylsulfonyl)benzeneboronicacid;[4-[(Morpholin-4-yl)sulfonyl]phenyl]boronic acid;

Chemical Property of 4-(morpholinosulfonyl)phenylboronic acid

Chemical Property:

• Boiling Point: 494.9 °C at 760 mmHg
• Flash Point: 253.1 °C
• PSA: 95.45000
• Density: 1.45 g/cm³
• LogP: -0.59400
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-[(Morpholin-4-yl)sulfonyl]benzeneboronic acid 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(morpholinosulfonyl)phenylboronic acid

There total 4 articles about 4-(morpholinosulfonyl)phenylboronic 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: 50.0%

4-((4-bromophenyl)sulfonyl)morpholine (834-67-3) → [(4-N-morpholine-4-sulfonyl)phenyl]boronic acid (486422-68-8)

Guidance literature:

4-((4-bromophenyl)sulfonyl)morpholine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Sealed tube; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; hexane; at 20 ℃; Sealed tube; Inert atmosphere;

DOI:10.1021/acsmedchemlett.7b00011

Reference yield:

4-((4-iodophenyl)sulfonyl)morpholine (22950-14-7) + Triisopropyl borate (5419-55-6) → [(4-N-morpholine-4-sulfonyl)phenyl]boronic acid (486422-68-8)

Guidance literature:

4-((4-iodophenyl)sulfonyl)morpholine; Triisopropyl borate; With n-butyllithium; In tetrahydrofuran; hexane; at -60 - 20 ℃; for 4.25h;

With hydrogenchloride; water; In tetrahydrofuran; hexane; at 20 ℃;

Reference yield:

4-bromobenzenesulfonyl chloride (98-58-8) → [(4-N-morpholine-4-sulfonyl)phenyl]boronic acid (486422-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / pyridine / CH₂Cl₂ / 1 h / 20 °C

2: 40 percent / B(i-PrO)3; n-BuLi / tetrahydrofuran / 18 h / -78 - 20 °C

With pyridine; n-butyllithium; Triisopropyl borate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2007.04.110

upstream raw materials:

4-((4-bromophenyl)sulfonyl)morpholine

4-bromobenzenesulfonyl chloride

4-((4-iodophenyl)sulfonyl)morpholine

Triisopropyl borate

Downstream raw materials:

[[4-(5-formyl-2-furanyl)phenyl]sulfonyl]-morpholine

4-(4-nitrobenzenesulfonyl)morpholine

Refernces

• 1、 Berg, Stefan,Bergh, Margareta,Hellberg, Sven,Hoegdin, Katharina,Lo-Alfredsson, Yvonne,Soederman, Peter,Von Berg, Stefan,Weigelt, Tatjana,Ormoe, Mats,Xue, Yafeng,Tucker, Julie,Neelissen, Jan,Jerning, Eva,Nilsson, Yvonne,Bhat, Ratan. "Discovery of novel potent and highly selective glycogen synthase kinase-3β (GSK3β) inhibitors for Alzheimers Disease: Design, synthesis, and characterization of pyrazines". . p. 9107 - 9119,13. Retrieved 2020/10/15.
• 2、 -. "New phenylpyridylpiperazine compounds". Page/Page column 4; 5. . Retrieved 2008/06/13.