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AlPhos

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AlPhos Basic information

Product Name:
AlPhos
Synonyms:
  • [4''-Butyl-2'',3'',5'',6''-tetrafluoro-3-methoxy-2',4',6'-tris(1-methylethyl)[1,1':3',1''-terphenyl]-2-yl]bis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl )phenyl]phenyl}diadamantyl phosphine, 98% AlPhos
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl )phenyl]phenyl}diadamantyl phosphine, 98%
  • 2-(DIADAMANTYLPHOSPHINO)-3-METHOXY-2,4,6-TRI-I-PROPYL-3-(2,3,5,6-TETRAFLUORO-4-BUTYLPHENYL)-1,1-BIPHENYLALPHOS
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl )phenyl]phenyl}diadamantyl phosphine, AlPhos
  • [4''-Butyl-2'',3'',5'',6''-tetrafluoro-3-methoxy-2',4',6'-tris(1-methylethyl)[1,1'
  • 3',1''-terphenyl]-2-yl]bis(tricyclo[3.3.1.1(3,7)]dec-1-yl)phosphine
  • bis(1-adamantyl)-[2-[3-(4-butyl-2,3,5,6-tetrafluorophenyl)-2,4,6-tri(propan-2-yl)phenyl]-6-methoxyphenyl]phosphane
CAS:
1805783-60-1
MF:
C52H67F4OP
MW:
815.06
Product Categories:
  • Buchwald Ligands Series
  • Buchwald Ligands&Precatalysts
  • Achiral Phosphine
  • Aryl Phosphine
Mol File:
1805783-60-1.mol
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AlPhos Chemical Properties

Melting point:
218-223 °C
form 
Powder
color 
white to yellow
Sensitive 
air sensitive
InChI
InChI=1S/C52H67F4OP/c1-9-10-12-38-46(53)48(55)45(49(56)47(38)54)44-40(29(4)5)21-39(28(2)3)43(42(44)30(6)7)37-13-11-14-41(57-8)50(37)58(51-22-31-15-32(23-51)17-33(16-31)24-51)52-25-34-18-35(26-52)20-36(19-34)27-52/h11,13-14,21,28-36H,9-10,12,15-20,22-27H2,1-8H3
InChIKey
ALWIRDZSIXWCBO-UHFFFAOYSA-N
SMILES
P(C1=C(OC)C=CC=C1C1=C(C(C)C)C=C(C(C)C)C(C2=C(F)C(F)=C(CCCC)C(F)=C2F)=C1C(C)C)(C12CC3CC(CC(C3)C1)C2)C12CC3CC(CC(C3)C1)C2
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AlPhos Usage And Synthesis

Reaction

  1. Ligand for the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides
  2. Ligand for the Palladium-Catalyzed Fluorination of Aryl Triflates and Bromides

Uses

AlPhos is used in the selective arylation of aminophenylalanine in unprotected peptides with organometallic palladium reagents.

General Description

AlPhos is a versatile, highly efficient ligand used extensively in various important organic transformations. Recognized for its unique structure and attributes, AlPhos serves as an impressive catalyst that enables several key synthetic processes. It is primarily used in the following coupling reactions: Buchwald-Hartwig cross coupling, Suzuki-Miyaura coupling, Stille coupling, Sonogashira coupling, Negishi coupling, Heck coupling, Hiyama coupling reaction. With its remarkable performance across these reactions, AlPhos represents an invaluable tool in preparing and producing pharmaceuticals, agrochemicals, and polymers.

AlPhosSupplier

Sinocompound Catalysts Co., Ltd.
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Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
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025-66113011 18112977050
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