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Key Documents

687596

Sigma-Aldrich

(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

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About This Item

Empirical Formula (Hill Notation):
C42H36BrF6N
CAS Number:
Molecular Weight:
748.64
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

form

solid

mp

223-228 °C

functional group

fluoro

SMILES string

CCCC[N+]1(CCCC)Cc2c(cc3ccccc3c2-c4c(C1)c(cc5ccccc45)-c6cc(F)c(F)c(F)c6)-c7cc(F)c(F)c(F)c7

InChI

1S/C42H36F6N.BrH/c1-3-5-15-49(16-6-4-2)23-33-31(27-19-35(43)41(47)36(44)20-27)17-25-11-7-9-13-29(25)39(33)40-30-14-10-8-12-26(30)18-32(34(40)24-49)28-21-37(45)42(48)38(46)22-28;/h7-14,17-22H,3-6,15-16,23-24H2,1-2H3;1H/q+1;/p-1

InChI key

LOMUZNOWQYZTRP-UHFFFAOYSA-M

Application

Potent phase transfer organocatalyst for asymmetric α-alkylation of glycine derivatives at extremely low loadings.

Features and Benefits

Maruoka phase-transfer catalysts are:
  • Operationally straightforward
  • Environmentally friendly
  • Relatively mild reaction conditions
  • Reactions conducted in aqueous media
  • Low catalyst loading

Legal Information

Product of Nagase & Co. Ltd.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Organocatalysis
Aldrich Chemfiles, 7(9), 19-19 (2007)
Kitamura, M. et al.
Tetrahedron Asymmetry, 17, 603-603 (2006)

Articles

Asymmetric phase transfer catalysis using the Maruoka catalysts has proven to be an ideal method for the enantioselective preparation of natural and unnatural α-alkyl and α,α-dialkyl-α-amino acids from glycine derivati

Related Content

Professor Keiji Maruoka and co-workers have developed a series of designer chiral phase-transfer catalysts that are useful for various asymmetric transformations including asymmetric alkylation, aldol reaction, Mannich reaction, conjugate addition, epoxidation, and Strecker reaction.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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