4-Hydroxy-3-(3-methylbut-2-en-1-yl)benzoic acid

Base Information

• Chemical Name: 4-Hydroxy-3-(3-methylbut-2-en-1-yl)benzoic acid
• CAS No.: 1138-41-6
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• European Community (EC) Number: 819-844-3
• Nikkaji Number: J438.852F
• Wikidata: Q27104191
• Metabolomics Workbench ID: 54339
• ChEMBL ID: CHEMBL452154
• Mol file: 1138-41-6.mol

Synonyms:1138-41-6;4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoic acid;4-hydroxy-3-(3-methylbut-2-enyl)benzoic acid;3-dimethylallyl-4-hydroxybenzoic acid;CHEBI:31111;3-Dimethylallyl-4-hydroxybenzoate;4-hydroxy-3-prenylbenzoic acid;CHEBI:1845;CHEMBL452154;SCHEMBL1607531;LBSJJNAMGVDGCU-UHFFFAOYSA-N;BAA13841;AKOS022648670;BS-45991;E84833;EN300-1663316;4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoicacid;Q27104191;Z1508916861

Chemical Property of 4-Hydroxy-3-(3-methylbut-2-en-1-yl)benzoic acid

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 254

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=CCC1=C(C=CC(=C1)C(=O)O)O)C

Technology Process of 4-Hydroxy-3-(3-methylbut-2-en-1-yl)benzoic acid

There total 18 articles about 4-Hydroxy-3-(3-methylbut-2-en-1-yl)benzoic 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: 95.0%

methyl-4-methoxy-3-(3’-methyl-2’-butenyl)benzoate (101511-34-6) → 4-hydroxy-3-prenylbenzoic acid (1138-41-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 40 ℃; for 3h;

DOI:10.1021/acs.jnatprod.0c01101

Reference yield: 75.0%

coumarin phenol → 4-hydroxy-3-prenylbenzoic acid (1138-41-6)

Guidance literature:

With hydrogenchloride; lithium hydroxide; In tetrahydrofuran; methanol;

Reference yield: 42.0%

4-hydroxy-3-C-prenylbenzaldehyde (54730-30-2) → 4-hydroxy-3-prenylbenzoic acid (1138-41-6)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; In tetrahydrofuran; water; iso-butanol; at 20 ℃; for 3h;

DOI:10.1002/anie.201510928

upstream raw materials:

ethyl 4-hydroxy-3-(3-methylbut-2-en-1-yl)benzoate

4-hydroxysalicylic acid

4-amino-benzoic acid

prenyl bromide

Downstream raw materials:

4-acetoxy-3-(3-methyl-but-2-enyl)-benzoic acid anilide

4-acetoxy-3-(3-methylbut-2-en-1-yl)benzoic acid

prenylhydroquinone

Siccayne

Refernces

• 1、 Ren, Fu-Cai,Liu, Li,Lv, Yong-Feng,Bai, Xue,Kang, Qian-Jin,Hu, Xiao-Jing,Zhuang, Hong-Dan,Yang, Liu,Hu, Jiang-Miao,Zhou, Jun. "Antibacterial Prenylated p-Hydroxybenzoic Acid Derivatives from Oberonia myosurus and Identification of Putative Prenyltransferases". . p. 417 - 426. Retrieved 2021/02/26.
• 2、 Abe, Ikuro,Awakawa, Takayoshi,Chen, Guo-Dong,Gao, Hao,Gao, Yao-Hui,Hu, Dan,Liu, Ling,Lv, Jian-Ming,Yao, Xin-Sheng,Zhao, Huan. "Biosynthesis of Biscognienyne B Involving a Cytochrome P450-Dependent Alkynylation". supporting information. p. 13531 - 13536. Retrieved 2020/06/02.