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Merck

524433

Sigma-Aldrich

N-苄基溴化金鸡纳碱

97%

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About This Item

经验公式(希尔记法):
C26H29BrN2O
分子量:
465.43
MDL號碼:
分類程式碼代碼:
12352101
NACRES:
NA.22

化驗

97%

光學活性

[α]20/D −138°, c = 1 in chloroform

mp

190 °C (dec.) (lit.)

一般說明

N-Benzylcinchonidinium bromide is a chiral phase-transfer catalyst (PTC).

應用

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.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


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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)
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)
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)

商品

Maruoka catalysts enable enantioselective preparation of α-amino acids from glycine derivatives via asymmetric phase transfer catalysis.

Maruoka catalysts enable enantioselective preparation of α-amino acids from glycine derivatives via asymmetric phase transfer catalysis.

Maruoka catalysts enable enantioselective preparation of α-amino acids from glycine derivatives via asymmetric phase transfer catalysis.

Maruoka catalysts enable enantioselective preparation of α-amino acids from glycine derivatives via asymmetric phase transfer catalysis.

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