Reaction
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AlPhos

Reaction
Product Name
AlPhos
CAS No.
1805783-60-1
Chemical Name
AlPhos
Synonyms
6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl;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,AlPhos;[4''-Butyl-2'',3'',5'',6''-tetrafluoro-3-methoxy-2',4',6'-tris(1-methylethyl)[1,1';2-(Diadamantylphosphino)-3-methoxy-2,4,6-tri-i-propyl-3-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1-biph;6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl)phenyl]phenyl}diadamantylphosphine,98%;6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl )phenyl]phenyl}diadamantyl phosphine, 98%;6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl )phenyl]phenyl}diadamantyl phosphine, AlPhos;2-(Diadamantylphosphino)-3-methoxy-2',4',6'-tri-i-propyl-3'-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1'-biphenyl;2-(DIADAMANTYLPHOSPHINO)-3-METHOXY-2,4,6-TRI-I-PROPYL-3-(2,3,5,6-TETRAFLUORO-4-BUTYLPHENYL)-1,1-BIPHENYLALPHOS
CBNumber
CB73139858
Molecular Formula
C52H67F4OP
Formula Weight
815.06
MOL File
1805783-60-1.mol
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AlPhos Property

Melting point:
218-223 °C
storage temp. 
-20°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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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
799718
Product name
AlPhos
Packaging
100MG
Price
$167
Updated
2023/06/20
Strem Chemicals
Product number
15-2065
Product name
2-(Diadamantylphosphino)-3-methoxy-2,4,6-tri-i-propyl-3-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1-biphenyl AlPhos
Packaging
100mg
Price
$114
Updated
2024/03/01
Strem Chemicals
Product number
15-2065
Product name
2-(Diadamantylphosphino)-3-methoxy-2,4,6-tri-i-propyl-3-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1-biphenyl AlPhos
Packaging
500mg
Price
$453
Updated
2024/03/01
Strem Chemicals
Product number
15-2065
Product name
2-(Diadamantylphosphino)-3-methoxy-2,4,6-tri-i-propyl-3-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1-biphenyl AlPhos
Packaging
2g
Price
$1358
Updated
2024/03/01
Arctom
Product number
AS678675
Product name
6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl)phenyl]phenyl}diadamantylphosphine
Packaging
250mg
Price
$473
Updated
2021/12/16
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AlPhos Chemical Properties,Usage,Production

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.

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: ligand
reaction type: Cross Couplings

AlPhos Preparation Products And Raw materials

Raw materials

Preparation Products

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AlPhos Suppliers

Sinocompound Catalysts Co., Ltd.
Tel
0512-67216630 67216634
Fax
0512-56316689
Email
sales@sinocompound.com
Country
China
ProdList
280
Advantage
64
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66113011 18112977050
Email
cb6@aikonchem.com
Country
China
ProdList
16684
Advantage
50
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
Advantage
80
Zhengzhou Kingorgchem Chemical Technology Co., Ltd.gy Co., Ltd.
Tel
0371-65511006 18625597674
Email
sales@kingorgchem.com
Country
China
ProdList
954
Advantage
55
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 18892239720
Fax
010-60605840
Email
psaitong@jm-bio.com
Country
China
ProdList
12306
Advantage
58
LaaJoo
Tel
021-60702684 18516024827
Email
huang.jiayi@sinocompound.com
Country
China
ProdList
2309
Advantage
58
Wuhan hongde yuexin pharmaceutical technology co. LTD
Tel
027-83855391 13657260109
Fax
027-83855391
Email
hbzlkschem2009@163.com
Country
China
ProdList
4322
Advantage
58
Shanghai Kaiwei Chemical Technology Co., Ltd.
Tel
021-58461859 15821823057
Email
service@aiviche.com
Country
China
ProdList
49312
Advantage
58
Hubei huizepu Pharmaceutical Technology Co., Ltd
Tel
027-027-027-59212684 19371278702
Fax
QQ:2188308251
Email
p19107121455@163.com
Country
China
ProdList
3011
Advantage
58
Richest Group Ltd
Tel
18017061086
Email
oled@richest-group.com
Country
CHINA
ProdList
5600
Advantage
58

1805783-60-1, AlPhosRelated Search:


  • [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
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl
  • Phosphine, [4''-butyl-2'',3'',5'',6''-tetrafluoro-3-methoxy-2',4',6'-tris(1-methylethyl)[1,1':3',1''-terphenyl]-2-yl]bis(tricyclo[3.3.1.13,7]dec-1-yl)-
  • 2-(Diadamantylphosphino)-3-methoxy-2',4',6'-tri-i-propyl-3'-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1'-biphenyl
  • 2-(Diadamantylphosphino)-3-methoxy-2,4,6-tri-i-propyl-3-(2,3,5,6-tetrafluoro-4-butylphenyl)-1,1-biph
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl,AlPhos
  • 6-Methoxy-2-{2,4,6-tri-i-propyl-3-[(2,3,5,6-tetrafluoro-4-butyl)phenyl]phenyl}diadamantylphosphine,98%
  • [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
  • 1805783-60-1
  • C52H67F4OP
  • Buchwald Ligands Series
  • Buchwald Ligands&Precatalysts
  • Achiral Phosphine
  • Aryl Phosphine