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Merck
CN

669857

(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:
948831-14-9
Molecular Weight:
462.69
UNSPSC Code:
12352005
PubChem Substance ID:
329760355
MDL number:
MFCD10566954

Key Documents

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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

SMILES string

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

InChI key

RWBXYWODTYKLEN-MGBGTMOVSA-N

assay

≥97.0% (HPLC)

optical purity

enantiomeric ratio: ≥99:1

mp

124-127 °C

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
1343169V
1343169

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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.
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
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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