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669857

Sigma-Aldrich

(R)-S-Methyl-S-phenyl-N-{2-[(2,4,6-triisopropylphenyl)methylamino]phenyl}sulfoximine

≥97.0% (HPLC)

Synonym(s):

(R)-N-[2-(2,4,6-Triisopropylbenzylamino)-phenyl]-S-methyl-S-phenylsulfoximin

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About This Item

Empirical Formula (Hill Notation):
C29H38N2OS
CAS Number:
Molecular Weight:
462.69
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:

assay

≥97.0% (HPLC)

optical purity

enantiomeric ratio: ≥99:1

mp

124-127 °C

SMILES string

CC(C)c1cc(C(C)C)c(CNc2ccccc2N=[S@](C)(=O)c3ccccc3)c(c1)C(C)C

InChI

1S/C29H38N2OS/c1-20(2)23-17-25(21(3)4)27(26(18-23)22(5)6)19-30-28-15-11-12-16-29(28)31-33(7,32)24-13-9-8-10-14-24/h8-18,20-22,30H,19H2,1-7H3/t33-/m1/s1

InChI key

RWBXYWODTYKLEN-MGBGTMOVSA-N

Application

Ligand used with copper for asymmetric aldol reactions.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Martin Langner et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 11(21), 6254-6265 (2005-08-03)
The development of C1-symmetric aminosulfoximines, their highly modular synthesis, and their application in enantioselective copper-catalyzed Mukaiyama-type aldol reactions between pyruvates and enolsilanes is described. In this context, the influence of the ligand architecture as well as the optimization of the
Pauline Rémy et al.
Organic letters, 8(6), 1209-1211 (2006-03-10)
[reaction: see text] gamma,delta-Unsaturated alpha-hydroxy diesters with quaternary centers have been obtained with up to 99% ee in high yields using catalysts prepared from copper(II) triflate and C(1)-symmetric aminosulfoximines.
C(1)-symmetric sulfoximines as ligands in copper-catalyzed asymmetric Mukaiyama-type aldol reactions.
Martin Langner et al.
Angewandte Chemie (International ed. in English), 43(44), 5984-5987 (2004-11-18)
Okamura, H.; Bolm, C.
Chemistry Letters (Jpn), 33, 482-482 (2004)

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