[4'-(pentyloxy)[1,1'-biphenyl]-4-yl]boronic acid
Uses- Product Name
- [4'-(pentyloxy)[1,1'-biphenyl]-4-yl]boronic acid
- CAS No.
- 158937-25-8
- Chemical Name
- [4'-(pentyloxy)[1,1'-biphenyl]-4-yl]boronic acid
- Synonyms
- 4-pentoxyl biphenyl boric acid;4'-Amyloxybiphenyl-4-boronic Acid;4'-hydroxy-4-biphenylboronic Acid;4'-Pentyloxyl-4-biphenylboronic aci;4'-Pentyloxybiphenyl-4-boronic Acid;4’-Pentyloxy-4-biphenylboronic acid;4'-Pentyloxyl-4-biphenylboronic acid;4-(4-pentoxyphenyl)phenyl]boronic acid;4'-(Pentyloxy)biphenyl-4-ylboronic acid;4-(4-n-pentyloxyphenyl)phenylboronic acid
- CBNumber
- CB12602777
- Molecular Formula
- C17H21BO3
- Formula Weight
- 284.16
- MOL File
- 158937-25-8.mol
[4'-(pentyloxy)[1,1'-biphenyl]-4-yl]boronic acid Property
- Melting point:
- 197°C(lit.)
- Boiling point:
- 459.9±55.0 °C(Predicted)
- Density
- 1.11
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- form
- powder to crystal
- pka
- 8.63±0.17(Predicted)
- color
- White to Almost white
- CAS DataBase Reference
- 158937-25-8
Safety
- HS Code
- 2931900090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- P2365
- Product name
- 4'-Pentyloxybiphenyl-4-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 1g
- Price
- $44
- Updated
- 2025/07/31
- Product number
- P2365
- Product name
- 4'-Pentyloxybiphenyl-4-boronic Acid (contains varying amounts of Anhydride)
- Packaging
- 5g
- Price
- $130
- Updated
- 2025/07/31
- Product number
- CS-W004379
- Product name
- (4'-(pentyloxy)-[1,1'-biphenyl]-4-yl)boronicacid
- Purity
- 99.72%
- Packaging
- 10g
- Price
- $135
- Updated
- 2021/12/16
- Product number
- CS-W004379
- Product name
- (4'-(pentyloxy)-[1,1'-biphenyl]-4-yl)boronicacid
- Purity
- 99.72%
- Packaging
- 5g
- Price
- $68
- Updated
- 2021/12/16
- Product number
- 096721
- Product name
- (4'-(Pentyloxy)-[1,1'-biphenyl]-4-yl)boronic acid
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $243
- Updated
- 2021/12/16
[4'-(pentyloxy)[1,1'-biphenyl]-4-yl]boronic acid Chemical Properties,Usage,Production
Uses
4-Pentoxybiphenylboronic acid can be used as a pharmaceutical synthesis intermediate, such as in the preparation of anidulafungin. Anidulafungin is a derivative of amphotericin B, a third-generation semi-synthetic echinocandin antifungal drug developed by Vicuron Pharmaceuticals in the United States, marketed under the brand name Eraxis, and approved for marketing in the United States in 2006. Compared with other echinocandin antifungals, anidulafungin has a larger volume of distribution and a broader spectrum of antibacterial activity.
Synthesis
63619-51-2
158937-25-8
General method: n-Butyl lithium (n-BuLi, 2.5 M, 7.4 mL, 18 mmol) was slowly added dropwise to a solution of methyl tertiary butyl ether (MTBE, 50 mL) of 4-bromo-4'-(pentyloxy)biphenyl (4.5 g, 13 mmol) at -20 °C under nitrogen protection. After stirring the reaction mixture for 2 h, it was cooled to -60 °C and tetrahydrofuran (THF, 6 mL) was added. Subsequently, a solution of triisopropoxyborane ((i-PrO)3B, 6.1 mL, 26 mmol) in methyl tert-butyl ether (MTBE, 8 mL) was slowly added dropwise to the reaction mixture and stirring was continued for 1 hour. The reaction mixture was gradually warmed to room temperature and stirred overnight. The reaction mixture was treated with 2M hydrochloric acid (HCl, 50 mL) for 10 minutes. The organic layer was separated and concentrated under reduced pressure to remove the solvent. Hexane (40 mL) was added to the residue and stirred for 10 minutes. After filtration, the filter cake was washed with a solvent mixture of hexane-methyl tert-butyl ether (8:1) to afford (4'-(pentyloxy)-[1,1'-biphenyl]-4-yl)boronic acid (15c, 3.7 g, 91.4% yield) as a white solid.
References
[1] European Journal of Medicinal Chemistry, 2012, vol. 50, p. 196 - 208
[2] Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals, 2000, vol. 339, p. 145 - 158
[4'-(pentyloxy)[1,1'-biphenyl]-4-yl]boronic acid Preparation Products And Raw materials
Raw materials
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View Lastest Price from [4'-(pentyloxy)[1,1'-biphenyl]-4-yl]boronic acid manufacturers
- Product
- [4"-(pentyloxy)[1,1"-biphenyl]-4-yl]boronic acid 158937-25-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- [4"-(pentyloxy)[1,1"-biphenyl]-4-yl]boronic acid 158937-25-8
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08
- Product
- boronic acid 158937-25-8
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 20 Metric Ton/Metric Tons per Year
- Release date
- 2019-07-26