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Merck
CN

638072

2-二环己基膦基-2′,6′-二甲氧基联苯基

greener alternative

98%

别名:

SPhos, S Phos

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关于此项目

经验公式(希尔记法):
C26H35O2P
化学文摘社编号:
分子量:
410.53
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352128
MDL number:
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产品名称

2-二环己基膦基-2′,6′-二甲氧基联苯基, 98%

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

SMILES string

COc1cccc(OC)c1-c2ccccc2P(C3CCCCC3)C4CCCCC4

InChI key

VNFWTIYUKDMAOP-UHFFFAOYSA-N

assay

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

greener alternative product score

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

greener alternative product characteristics

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.)

functional group

phosphine

greener alternative category

Quality Level

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Application

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。

General description

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。

Legal Information

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

存储类别

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

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)
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)
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)
Pd-catalyzed Suzuki?Miyaura reactions of aryl halides using bulky biarylmonophosphine ligands
Altman, Ryan A., and Stephen L. Buchwald
Nature Protocols, 2.12 (2007)

商品

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

Buchwald Phosphine Ligands

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

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