638072

Sigma-Aldrich

2-二环己基膦基-2′,6′-二甲氧基联苯基

greener alternative

98%

别名:
S Phos, SPhos
Empirical Formula (Hill Notation):
C26H35O2P
CAS号:
分子量:
410.53
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

质量水平

300

测定

98%

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
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: Buchwald-Hartwig Cross Coupling Reaction

reagent type: ligand
reaction type: Heck Reaction

reagent type: ligand
reaction type: Kumada Coupling

reagent type: ligand
reaction type: Negishi Coupling

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

环保替代产品得分

old score: 10
new score: 1
Find out more about DOZN™ Scoring

环保替代产品特性

Waste Prevention
Less Hazardous Chemical Syntheses
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

mp

164-166 °C (lit.)

官能团

phosphine

环保替代产品分类

Re-engineered

SMILES string

COc1cccc(OC)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4

InChI

1S/C26H35O2P/c1-27-23-17-11-18-24(28-2)26(23)22-16-9-10-19-25(22)29(20-12-5-3-6-13-20)21-14-7-4-8-15-21/h9-11,16-21H,3-8,12-15H2,1-2H3

InChI key

VNFWTIYUKDMAOP-UHFFFAOYSA-N

正在寻找类似产品? Visit 产品对比指南

一般描述

SPhos[2-二环己基膦基-2′,6′-二甲氧基联苯]是由Buchwald研究组开发的一种空气稳定的富电子二芳基膦配体,可用于增强交叉偶联反应期间钯催化剂的反应性。

应用

SPhos可用作以下反应的配体:
  • 钯催化的Boc-保护氨甲基三氟硼酸盐与芳基氯化物或杂芳基氯化物之间的Suzuki-Miyaura交叉偶联反应,形成相应的氨甲基芳烃。
  • 钯催化的4-甲基取代哌啶基锌试剂与不同芳基或杂芳基碘化物之间的Suzuki-Miyaura交叉偶联反应,形成各种取代哌啶。
  • riccardin C多步合成过程中的分子内Suzuki-Miyaura偶联,形成18-元大环。
与钯一起使用,产生用于C-N键形成的高活性催化剂。
用于 Suzuki-Miyaura 偶联反应的高通用配体;芳基氯、位阻二芳基、杂二芳基化合物。

包装

1, 5, 25, 100, 500 g in glass bottle

法律信息

使用涉及的专利号:US 6307087;EP 1097158;JP 5758844;CA 2336691

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

闪点(F)

Not applicable

闪点(C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

分析证书

原产地证书 (CofO)

Fast Pd-and Pd/Cu-Catalyzed Direct C?H Arylation of Cyclic Nitrones. Application to the Synthesis of Enantiopure Quaternary ?-Amino Esters
Demory, Emilien, et al.
The Journal of Organic Chemistry, 77.18, 7901-7912 (2012)
Synthesis and Suzuki?Miyaura Cross-Coupling Reactions of Potassium Boc-Protected Aminomethyltrifluoroborate with Aryl and Hetaryl Halides
Molander, Gary A., and Inji Shin.
Organic Letters, 13.15, 3956-3959 (2011)
Seel S, et al.
Journal of the American Chemical Society, 133(13), 4774-4777 (2011)
Synthesis of riccardin C and its seven analogues. Part 1: The role of their phenolic hydroxy groups as LXRa agonists.
Hioki H, et al.
Bioorganic & Medicinal Chemistry Letters, 19(3), 738-741 (2009)
Sustainable Fe?ppm Pd nanoparticle catalysis of Suzuki-Miyaura cross-couplings in water
Handa, Sachin, et al.
Science, 349.6252, 1087-1091 (2015)
技术文章
Buchwald Phosphine Ligands
了解更多
Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.
了解更多

我们的科学家团队拥有各种研究领域经验,包括生命科学、材料科学、化学合成、色谱、分析及许多其他领域.

联系技术服务部门