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Merck
CN

638072

Sigma-Aldrich

2-二环己基膦基-2′,6′-二甲氧基联苯基

greener alternative

98%

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别名:
SPhos, S Phos
经验公式(希尔记法):
C26H35O2P
分子量:
410.53
MDL编号:
UNSPSC代码:
12352128
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

98%

反应适用性

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.

sustainability

Greener Alternative Product

mp

164-166 °C (lit.)

官能团

phosphine

环保替代产品分类

SMILES字符串

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

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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。
我们竭诚为您带来满足绿色替代产品四大类别要求的替代产品。本品属于重新设计产品类别,在“防止废弃物”、“危险性较小的化学合成”和“ 本质更安全的化学成分,以预防事故”绿色化学原则方面取得了重大进步。 点击此处查看其DOZN记分卡。

应用

了解有关 Buchwald 膦配体的更多信息

对于小规模和高通量用途,产品为ChemBeads (932191
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偶联反应的高度通用配体; 芳基氯、受阻联芳基、杂联芳基。

法律信息

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

相关产品

产品编号
说明
价格

储存分类代码

13 - Non Combustible Solids

WGK

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(COA)

输入产品批号来搜索 分析证书(COA) 。批号可以在产品标签上"批“ (Lot或Batch)字后找到。

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访问文档库

Pd-catalyzed Suzuki?Miyaura reactions of aryl halides using bulky biarylmonophosphine ligands
Altman, Ryan A., and Stephen L. Buchwald
Nature Protocols, 2.12 (2007)
Synthesis and Suzuki-Miyaura Cross-Coupling Reactions of Potassium Boc-Protected Aminomethyltrifluoroborate with Aryl and Hetaryl Halides.
Molander GA and Shin I.
Organic Letters, 13(15), 3956-3959 (2011)
Synthesis of riccardin C and its seven analogues. Part 1: The role of their phenolic hydroxy groups as LXR? agonists
Hioki, Hideaki, et al.
Bioorganic & Medicinal Chemistry Letters, 19.3, 738-741 (2009)
Evidence for the formation and structure of palladacycles during Pd-catalyzed C-N bond formation with catalysts derived from bulky monophosphinobiaryl ligands.
Eric R Strieter et al.
Angewandte Chemie (International ed. in English), 45(6), 925-928 (2005-12-29)
Pd-catalyzed Kumada-Corriu cross-coupling reactions at low temperatures allow the use of Knochel-type Grignard reagents.
Ruben Martin et al.
Journal of the American Chemical Society, 129(13), 3844-3845 (2007-03-14)

商品

Buchwald Phosphine Ligands

Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.

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