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Merck
CN
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文件

745979

Sigma-Aldrich

tbuttphos Pd G3

96%

别名:

叔 -BuBrettPhos-Pd-G3, [（2-二-叔-丁基膦-3,6-二甲氧基-2′,4′,6′-三异丙基-1,1′-联苯）-2-（2′-氨基-1,1′-联苯）] 甲磺酸钯 (II)

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About This Item

经验公式（希尔记法）:
C44H62NO5PPdS
CAS号:
1536473-72-9
分子量:
854.43
MDL编号:
MFCD25976528
UNSPSC代码:
12161600
PubChem化学物质编号:
329765730
NACRES:
NA.22

质量水平

100

检测方案

96%

形式

solid

特点

generation 3

反应适用性

core: palladium
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: catalyst
reaction type: Cross Couplings

mp

119-131 °C

官能团

phosphine

SMILES字符串

COC1=CC=C(C(P(C(C)(C)C)C(C)(C)C)=C1C2=C(C=C(C=C2C(C)C)C(C)C)C(C)C)OC.NC3=C(C=CC=C3)C4=C(C=CC=C4)[Pd]OS(C)(=O)=O

InChI

1S/C31H49O2P.C12H10N.CH4O3S.Pd/c1-19(2)22-17-23(20(3)4)27(24(18-22)21(5)6)28-25(32-13)15-16-26(33-14)29(28)34(30(7,8)9)31(10,11)12;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h15-21H,1-14H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

GAQPAUHHECNHNS-UHFFFAOYSA-M

相关类别

一般描述

tBuBrettPhos Pd G3 是第三代 (G3) Buchwald 预催化剂，可用于交叉偶联反应，形成 C-C、C-N、C-O、C-F、C-CF3 和 C-S 键。它具有空气、水分和热稳定性，可溶于多种常见有机溶剂。它具有催化剂用量少、反应时间短、能有效地形成活性物种和精确控制配体钯比等特点。

应用

tBuBrettPhos Pd G3 已被用作在温和反应条件下氨基酸酯与芳基三氟甲磺酸酯的 N -芳基化的预催化剂，且氨基酸酯的消旋作用极小。它也可用于在苯甲醛肟作为氢氧化物替代物存在下催化芳基卤化物转化为酚类。

对于小规模和高通量应用，产品为 ChemBeads (928313)

相关产品

产品编号
说明
价格

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

分析证书(COA)

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Hailey A Young et al.
The Journal of organic chemistry, 85(3), 1748-1755 (2019-12-04)
Palladium-catalyzed N-arylations of amino acid tert-butyl esters using 4-bromo-N,N-dimethylaniline as a coupling partner are reported. The resulting N-aryl amino acid esters are suitable building blocks for the synthesis of electron-rich N-aryl peptides, which undergo oxidative couplings to aminooxy groups to
Synthesis of Complex Phenols Enabled by a Rationally Designed Hydroxide Surrogate.
Fier PS & Maloney KM
Angewandte Chemie (International Edition in English), 56(16), 4478-4482 (2017)
Sandra M King et al.
Organic letters, 18(16), 4128-4131 (2016-08-09)
A general method for the N-arylation of amino acid esters with aryl triflates is described. Both α- and β-amino acid esters, including methyl, tert-butyl, and benzyl esters, are viable substrates. Reaction optimization was carried out by design of experiment (DOE)

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