모든 사진(1)
About This Item
실험식(Hill 표기법):
C26H29BrN2O
CAS Number:
Molecular Weight:
465.43
MDL number:
UNSPSC 코드:
12352101
NACRES:
NA.22
추천 제품
![(11bS)-(+)-4,4-Dibutyl-4,5-dihydro-2,6-bis(3,4,5-trifluorophenyl)-3H-dinaphth[2,1-c:1′,2′-e]azepinium bromide](/deepweb/assets/sigmaaldrich/product/structures/230/279/5c1a7e7e-f791-4612-9920-56c6d7c4f735/640/5c1a7e7e-f791-4612-9920-56c6d7c4f735.png)
![(11bR)-(–)-4,4-Dibutyl-4,5-dihydro-2,6-bis(3,4,5-trifluorophenyl)-3H-dinaphth[2,1-c:1′,2′-e]azepinium bromide Nagase purity](/deepweb/assets/sigmaaldrich/product/structures/147/005/c2a47bf2-5270-4469-9f3e-138f76f8f4c3/640/c2a47bf2-5270-4469-9f3e-138f76f8f4c3.png)
Quality Level
분석
97%
광학 활성
[α]20/D −138°, c = 1 in chloroform
mp
190 °C (dec.) (lit.)
InChI key
UUVFTQCFSNVLGV-SPTWEYDNSA-M
일반 설명
N-Benzylcinchonidinium bromide is a chiral phase-transfer catalyst (PTC).
애플리케이션
N-Benzylcinchonidinium bromide (BCDBr) can be used:
- To prepare various 4-(bromomethyl)benzenesulfonamides, which are employed as catalysts for asymmetric benzylation reactions.
- As a phase transfer catalyst in the synthesis of organogelators via Michael addition reaction.
- To catalyze the enantioselective alkylation of tert-butyl glycinate-benzophenone Schiff base furnishing the corresponding chiral α-amino acid.
- To resolve symmetric biaryldiols via formation of inclusion complex with diols.
신호어
Warning
유해 및 위험 성명서
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
표적 기관
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
개인 보호 장비
dust mask type N95 (US), Eyeshields, Gloves
Separation of the Enantiomers of 2, 2?-Dihydroxy-1, 1?-binaphthyl and 10, 10?-Dihydroxy-9, 9?-biphenanthryl by Complexation with N-Alkylcinchonidinium Halides
Tanaka K, et al.
Angewandte Chemie (International ed. in English), 32(8), 1147-1148 (1993)
Enantioselective reactions of tert-butyl glycinate-benzophenone Schiff base catalyzed by chiral phase-transfer catalyst in aqueous media without any organic solvent.
Mase N, et al.
Tetrahedron Letters, 46(18), 3213-3216 (2005)
Synthesis of green organogelators with a sulfide linkage via solvent-free Michael addition: soft templates for the preparation of size-controlled gold nanoparticles
Delbecq F, et al.
Tetrahedron Letters, 54(7), 651-656 (2013)
Synthesis of cinchonidinium salts containing sulfonamide functionalities and their catalytic activity in asymmetric alkylation reactions
Itsuno S, et al.
Tetrahedron Letters, 55(44), 6117-6120 (2014)
문서
Maruoka catalysts enable enantioselective preparation of α-amino acids from glycine derivatives via asymmetric phase transfer catalysis.
Asymmetric phase-transfer catalysis (PTC) has been recognized as a “green” alternative to many homogeneous synthetic organic transformations, and has found widespread application. Synthetically modified cinchona alkaloids are typical chiral organocatalysts used in asymmetric PTC.
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