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Merck
CN

901906

2-二环己基膦基-2′,6′-二甲氧基联苯基

greener alternative

95%, powder or crystals

别名:

S Phos, SPhos

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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
UNSPSC Code:
12161600
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产品名称

2-二环己基膦基-2′,6′-二甲氧基联苯基, 95%

assay

95%

form

powder or crystals

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: catalyst
reaction type: Cross Couplings, reagent type: ligand

greener alternative product characteristics

Catalysis
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sustainability

Greener Alternative Product

mp

164-166 °C (lit.), 165.5 °C

functional group

phosphine

greener alternative category

General description

SPhos [2-Dicyclohexylphosphino-2′, 6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.
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Application

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。
SPhos may be used as a ligand in the following processes:
  • Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between Boc-protected aminomethyltrifluoroborate and aryl chlorides or hetaryl chlorides to form the corresponding aminomethylarenes.
  • Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between 4-methyl-substituted piperidinylzinc reagent and different aryl or heteroaryl iodides to form various substituted piperidines.
  • Intramolecular Suzuki-Miyaura coupling to form the 18-membered macrocyclic ring during the multi-step synthesis of riccardin C.
Utilized in conjunction with palladium to form a highly active catalyst for C-N bond formation

Legal Information

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


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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
Seel S, et al.
Journal of the American Chemical Society, 133(13), 4774-4777 (2011)
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)



全球贸易项目编号

货号GTIN
901906-1G04061835511150
901906-250G04061835519859
901906-25G04061835559947
901906-5G04061835511181