ChemicalBook > CAS DataBase List > [1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)-

[1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)-

Product Name
[1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)-
CAS No.
158938-08-0
Chemical Name
[1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)-
Synonyms
4''-(pentyloxy)-[1,1':4',1''-Terphenyl]-4-carboxylic acid;Anidulafungin Side Chain;Anidulafungin Impurity 3;Side chain of Anidulafungin;4-(4'-Pentoxy-4-biphenylyl)benzoic acid;2-BROMO-5-METHYLPYRIDINE +C234:C240+C200;4-{4-[4-(Pentyloxy)phenyl]phenyl}benzoic acid;4''pentyloxy)-1,1“”'-terphenyl-4-carboxylic acid;4″(PENTYLOXY1,1’:4’,1”-TERPHENYL]-4-CARBOXYLIC ACID;4''-(Pentyloxy)-1,1':4',1''-terphenyl-4-carboxylicaci
CBNumber
CB82598761
Molecular Formula
C24H24O3
Formula Weight
360.45
MOL File
158938-08-0.mol
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[1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)- Property

Boiling point:
557.9±43.0 °C(Predicted)
Density 
1.117
storage temp. 
Sealed in dry,Room Temperature
pka
4.23±0.10(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C24H24O3/c1-2-3-4-17-27-23-15-13-21(14-16-23)19-7-5-18(6-8-19)20-9-11-22(12-10-20)24(25)26/h5-16H,2-4,17H2,1H3,(H,25,26)
InChIKey
APIUMVXKBCYBSC-UHFFFAOYSA-N
SMILES
C1(C2=CC=C(C3=CC=C(OCCCCC)C=C3)C=C2)=CC=C(C(O)=O)C=C1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
P283880
Product name
4''''-(Pentyloxy)-[1,1'':4'',1''''-terphenyl]-4-carboxylicAcid
Packaging
1g
Price
$140
Updated
2021/12/16
TRC
Product number
P283880
Product name
4''''-(Pentyloxy)-[1,1'':4'',1''''-terphenyl]-4-carboxylicAcid
Packaging
250mg
Price
$85
Updated
2021/12/16
Arctom
Product number
AS017043
Product name
4''-(Pentyloxy)-[1,1':4',1''-terphenyl]-4-carboxylicacid
Purity
97%
Packaging
5g
Price
$121
Updated
2021/12/16
Ambeed
Product number
A279274
Product name
4''-(Pentyloxy)-[1,1':4',1''-terphenyl]-4-carboxylicacid
Purity
97%
Packaging
5g
Price
$122
Updated
2021/12/16
Arctom
Product number
AS017043
Product name
4''-(Pentyloxy)-[1,1':4',1''-terphenyl]-4-carboxylicacid
Purity
97%
Packaging
10g
Price
$232
Updated
2021/12/16
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[1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)- Chemical Properties,Usage,Production

Chemical Properties

off-white solid

Uses

4''''-(Pentyloxy)-[1,1'':4'',1''''-terphenyl]-4-carboxylic Acid is an intermediate used in the synthesis of Anidulafungin (A673000) which is a semisynthetic echinocandin that inhibits glucan synthase, an enzyme important in the formation of (1→3)-β-D-glucan, a major fungal cell wall component, and thus is used as antifungal drug.

Synthesis

289706-68-9

5731-12-4

158938-08-0

General procedure for the synthesis of 4''-n-pentyloxy[1,1':4',1'']terphenyl-4-carboxylic acid from the compound (CAS: 289706-68-9) and 4'-iodo-[1,1'-biphenyl]-4-carboxylic acid: 20.1 g of 4'-iodo[1,1']biphenyl-4-carboxylic acid, 13.1 g of sodium carbonate and 21.4 g of 4-n-pentyloxyphenylboronic acid glycol ester were added to 260 g of dimethyl sulfoxide (DMSO). Subsequently, 160 mg of PdCl2(PPh3)2 was added as a catalyst and the reaction mixture was heated to 100-110 °C and maintained for 2 hours. Upon completion of the reaction, the mixture was cooled to 40 °C and filtered, and the solid was washed with DMSO. The resulting solid was suspended in 100 mL of water, heated to 80 °C and 47 g of 37% sulfuric acid was slowly added dropwise over a period of 1 hour. After the dropwise addition, the reaction solution was continued to be stirred at 80 °C for 30 min, followed by cooling to 40 °C and filtration. Finally, the solid was dried and crystallized from dimethylacetamide to afford 18 g (81% yield) of 4''-n-pentyloxy[1,1':4',1'']terphenyl-4-carboxylic acid of >99% purity.

References

[1] Patent: EP1156997, 2004, B1. Location in patent: Page 11
[2] Patent: EP1156997, 2004, B1. Location in patent: Page 11
[3] Patent: EP1156997, 2004, B1. Location in patent: Page 11
[4] Patent: EP1156997, 2004, B1. Location in patent: Page 10
[5] Patent: EP1156997, 2004, B1. Location in patent: Page 10; 11

[1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)- Preparation Products And Raw materials

Raw materials

Preparation Products

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[1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)- Suppliers

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View Lastest Price from [1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)- manufacturers

Career Henan Chemical Co
Product
4''-(pentyloxy)-[1,1':4',1''-Terphenyl]-4-carboxylic acid 158938-08-0
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG
Release date
2018-08-20

158938-08-0, [1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)-Related Search:

Diclofenac sodium

  • [1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)-
  • Side chain of Anidulafungin
  • 4-(4''-pentyloxy-1,1':4',1''-terphenyl)-carboxylic acid
  • 4''-(pentyloxy)-[1,1':4',1''-Terphenyl]-4-carboxylic acid
  • 4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)-
  • Anidulafungin Impurity 3
  • 4-{4-[4-(Pentyloxy)phenyl]phenyl}benzoic acid
  • 4-(4'-Pentoxy-4-biphenylyl)benzoic acid
  • 4''-(Pentyloxy)-1,1':4',1''-terphenyl-4-carboxylicaci
  • 2-BROMO-5-METHYLPYRIDINE +C234:C240+C200
  • Anidulafungin Side Chain
  • 4''-(Pentyloxy)[1,1':4',1''-terphenyl]-4-carboxylic acid
  • 4''pentyloxy)-1,1“”'-terphenyl-4-carboxylic acid
  • 1,1':4',1''-Terphenyl]-4-carboxylic acid, 4''-(pentyloxy)-
  • 4″(PENTYLOXY1,1’:4’,1”-TERPHENYL]-4-CARBOXYLIC ACID
  • 158938-08-0