901906

SPhos

95%

• 동의어(들): 2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl, S Phos
• 실험식(Hill 표기법): C₂₆H₃₅O₂P
• CAS Number: 657408-07-6
• Molecular Weight: 410.53
• MDL number: MFCD05861611
• UNSPSC 코드: 12161600
• NACRES: NA.22

속성

• 분석: 95%
• 양식: powder or crystals
• 반응 적합성: 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
• mp: 164-166 °C (lit.); 165.5 °C
• 작용기: phosphine
• 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

설명

일반 설명

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.

애플리케이션

Highly universal ligand for Suzuki-Miyaura coupling; aryl chlorides, hindered biaryls, heterobiaryls.

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

법적 정보

Usage subject to Patents: US 6307087; EP 1097158; JP 5758844; CA 2336691

안전성 정보

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable