4-[(Methylsulfonyl)methyl]phenylboronic acid

• CAS: 149104-88-1
• Catalog Number: ACM149104881
• Category: Boronic Acids
• Molecular Weight: 200.02g/mol
• Molecular Formula: C7H9BO4S
• Synonyms: RARECHEM AH PB 0073;4-(METHYLSULFONYL)PHENYLBORONIC ACID;4-METHYLSULPHONYLPHENYLBORONIC ACID;4-(METHANESULFONYL)BENZENEBORONIC ACID;4-(METHANESULPHONYL)BENZENEBORONIC ACID;4-(METHANESULPHONYL)PHENYLBORONIC ACID;4-(METHANESULFONYL)PHENYLBORONIC ACID;AKOS B
• IUPAC Name: (4-methylsulfonylphenyl)boronic acid
• Canonical SMILES: B(C1=CC=C(C=C1)S(=O)(=O)C)(O)O
• InChI: InChI=1S/C7H9BO4S/c1-13(11,12)7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3
• InChI Key: VDUKDQTYMWUSAC-UHFFFAOYSA-N
• Complexity: 248
• Covalently-Bonded Unit Count: 1
• Exact Mass: 200.03146g/mol
• Formal Charge: 0
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Heavy Atom Count: 13
• Monoisotopic Mass: 200.03146g/mol
• Rotatable Bond Count: 2

Custom Q&A

What is the molecular formula of 4-[(Methylsulfonyl)methyl]phenylboronic acid?

The molecular formula is C8H11BO4S.

What is the molecular weight of 4-[(Methylsulfonyl)methyl]phenylboronic acid?

The molecular weight is 214.05 g/mol.

When was 4-[(Methylsulfonyl)methyl]phenylboronic acid first created in PubChem?

It was created on September 10, 2005.

What is the IUPAC Name of 4-[(Methylsulfonyl)methyl]phenylboronic acid?

The IUPAC Name is [4-(methylsulfonylmethyl)phenyl]boronic acid.

What is the InChIKey of 4-[(Methylsulfonyl)methyl]phenylboronic acid?

The InChIKey is TWTRWXGWOFPBJK-UHFFFAOYSA-N.

How many hydrogen bond donor counts does 4-[(Methylsulfonyl)methyl]phenylboronic acid have?

It has 2 hydrogen bond donor counts.

What is the topological polar surface area of 4-[(Methylsulfonyl)methyl]phenylboronic acid?

The topological polar surface area is 83 Ų.

How many rotatable bond counts does 4-[(Methylsulfonyl)methyl]phenylboronic acid have?

It has 3 rotatable bond counts.

Is 4-[(Methylsulfonyl)methyl]phenylboronic acid a canonicalized compound?

Yes, it is canonicalized.

What is the complexity value of 4-[(Methylsulfonyl)methyl]phenylboronic acid?

The complexity value is 262.

Synthetic Use

Upstream Synthesis Route 1

• 850693-09-3

• 149104-88-1

Reference: [1] Journal of Organic Chemistry, 2008, vol. 73, # 12, p. 4662 - 4670

Downstream Synthesis Route 1

• 1418013-41-8
• 149104-88-1

• 1418013-75-8

Reference: [1] Journal of Medicinal Chemistry, 2013, vol. 56, # 2, p. 437 - 450

Downstream Synthesis Route 2

• 149104-88-1

• 1257704-57-6

Reference: [1] Organic Process Research and Development, 2016, vol. 20, # 12, p. 2085 - 2091
[2] Organic Process Research and Development, 2016, vol. 20, # 12, p. 2085 - 2091

Downstream Synthesis Route 3

• 18791-75-8
• 149104-88-1

• 863990-46-9

Reference: [1]Mitsch, Andreas; Altenkaemper, Mirko; Sattler, Isabel; Schlitzer, Martin
[Archiv der Pharmazie, 2005, vol. 338, # 1, p. 9 - 17]
[2]Zhang, Yang; Zhang, Zhuowei; Wang, Bo; Liu, Ling; Che, Yongsheng
[Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 8, p. 1885 - 1888]
[3]Wiesner; Mitsch; Altenkaemper; Ortmann; Jomaa; Schlitzer, Martin
[Pharmazie, 2003, vol. 58, # 12, p. 854 - 856]

Downstream Synthesis Route 4

• 648904-46-5
• 149104-88-1

• 648904-52-3

Reference: [1]Hummel, Conrad W.; Geiser, Andrew G.; Bryant, Henry U.; Cohen, Ilene R.; Dally, Robert D.; Fong, Kin Chiu; Frank, Scott A.; Hinklin, Ronald; Jones, Scott A.; Lewis, George; McCann, Denis J.; Rudmann, Daniel G.; Shepherd, Timothy A.; Tian, Hongqi; Wallace, Owen B.; Wang, Minmin; Wang, Yong; Dodge, Jeffrey A.
[Journal of Medicinal Chemistry, 2005, vol. 48, # 22, p. 6772 - 6775]
[2]Current Patent Assignee: ELI LILLY & CO - WO2004/9086, 2004, A1
Location in patent: Page/Page column 13-14
[3]Richardson, Timothy I.; Frank, Scott A.; Wang, Minmin; Clarke, Christian A.; Jones, Scott A.; Ying, Bai-Ping; Kohlman, Dan T.; Wallace, Owen B.; Shepherd, Timothy A.; Dally, Robert D.; Palkowitz, Alan D.; Geiser, Andrew G.; Bryant, Henry U.; Henck, Judith W.; Cohen, Ilene R.; Rudmann, Daniel G.; McCann, Denis J.; Coutant, David E.; Oldham, Samuel W.; Hummel, Conrad W.; Fong, Kin C.; Hinklin, Ronald; Lewis, George; Tian, Hongqi; Dodge, Jeffrey A.
[Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 13, p. 3544 - 3549]

Downstream Synthesis Route 5

• 149104-88-1
• 648905-79-7

• 648905-81-1

Reference: [1]Hummel, Conrad W.; Geiser, Andrew G.; Bryant, Henry U.; Cohen, Ilene R.; Dally, Robert D.; Fong, Kin Chiu; Frank, Scott A.; Hinklin, Ronald; Jones, Scott A.; Lewis, George; McCann, Denis J.; Rudmann, Daniel G.; Shepherd, Timothy A.; Tian, Hongqi; Wallace, Owen B.; Wang, Minmin; Wang, Yong; Dodge, Jeffrey A.
[Journal of Medicinal Chemistry, 2005, vol. 48, # 22, p. 6772 - 6775]
[2]Current Patent Assignee: ELI LILLY & CO - WO2004/9086, 2004, A1
Location in patent: Page/Page column 69

* For details of the synthesis route, please refer to the original source to ensure accuracy.