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Key Documents

693030

Sigma-Aldrich

(S)-T-BINAP

동의어(들):

(S)-(−)-2,2′-p-tolyl-phosphino)-1,1′-binaphthyl, (S)-Tol-BINAP

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About This Item

실험식(Hill 표기법):
C48H40P2
CAS Number:
Molecular Weight:
678.78
MDL number:
UNSPSC 코드:
12352005
PubChem Substance ID:
NACRES:
NA.22

형태

solid

Quality Level

광학 활성

[α]20/D -156°, c = 0.5 in benzene

mp

250-255 °C

작용기

phosphine

InChI

1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3

InChI key

IOPQYDKQISFMJI-UHFFFAOYSA-N

애플리케이션

(S)-T-BINAP reacts with silver nitrate to form (S)-Tol-BINAP·AgNO3, which can catalyze the enantioselective allylation reaction of aldehydes to form enantiopure secondary alcohols. It may be used as a chiral ligand in the palladium catalyzed asymmetric double carbohydroamination of iodoarenes to form α-aminoamides. It can also catalyze the asymmetric N-allylation reaction of ortho-tert-butylanilide derivatives with diallyl carbonate to form chiral N-allyl ortho-tert-butylanilides.

법적 정보

Sold in collaboration with Takasago for research purposes only.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


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시험 성적서(COA)

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Enantioselective total synthesis of the cyclotryptamine alkaloid idiospermuline
Overman, Larry E., and Emily A. Peterson
Angewandte Chemie (International Edition in English), 42.22, 2525-2528 (2003)
Ni (II) Tol-BINAP-catalyzed enantioselective orthoester alkylations of N-acylthiazolidinethiones
Evans, David A., and Regan J. Thomson
Journal of the American Chemical Society, 127.30, 10506-10507 (2005)
Catalytic asymmetric synthesis of optically active atropisomeric anilides through enantioselective N-allylation with chiral Pd-tol-BINAP catalyst.
Kitagawa O, et al.
The Journal of Organic Chemistry, 67(24), 8682-8684 (2002)
A catalytic enantioselective allylation reaction of aldehydes in an aqueous medium.
Loh TP and Zhou JR.
Tetrahedron Letters, 41(27), 5261-5264 (2000)
New palladium (II)-catalyzed asymmetric 1, 2-dibromo synthesis
El-Qisairi, Arab K., et al.
Organic Letters, 5.4, 439-441 (2003)

문서

We present an article concerning BINAP/SEGPHOS® Ligands and Complexes.

Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago

자사의 과학자팀은 생명 과학, 재료 과학, 화학 합성, 크로마토그래피, 분석 및 기타 많은 영역을 포함한 모든 과학 분야에 경험이 있습니다..

고객지원팀으로 연락바랍니다.