Skip to Content
MilliporeSigma
All Photos(1)

Documents

752800

Sigma-Aldrich

[(S,S)-Teth-TsDpen RuCl]

Synonym(s):

stereoisomer of Chloro[N-[(1S,2S)-1,2-diphenyl-2-[(R)-[3-(η6-phenyl)propyl]amino-κN]ethyl]-4-methylbenzenesulfonamidato-κN]ruthenium

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C30H31ClN2O2RuS
CAS Number:
851051-43-9
Molecular Weight:
620.17
UNSPSC Code:
12352103
PubChem Substance ID:
329766311
NACRES:
NA.22

form

solid

Quality Level

100

optical activity

[α]22/D +339°, c = 0.5% in chloroform

reaction suitability

core: ruthenium
reagent type: catalyst

mp

260-268 °C

storage temp.

2-8°C

SMILES string

Cc1ccc(cc1)S(=O)(=O)N2[C@H]([C@@H]([N@@H](CCCc3ccccc3)[Ru]2Cl)c4ccccc4)c5ccccc5

InChI

1S/C30H31N2O2S.ClH.Ru/c1-24-19-21-28(22-20-24)35(33,34)32-30(27-17-9-4-10-18-27)29(26-15-7-3-8-16-26)31-23-11-14-25-12-5-2-6-13-25;;/h2-10,12-13,15-22,29-31H,11,14,23H2,1H3;1H;/q-1;;+2/p-1/t29-,30-;;/m0../s1

InChI key

MDABGVLQRDDWLY-ARDORAJISA-M

Related Categories

Application

[(S,S)-Teth-TsDpen RuCl] is a catalyst for the asymmetric hydrogenation of ketones. It can be used as a catalyst:
  • In the reduction of a ketone intermediate for the synthesis of esketamine.
  • In asymmetric hydrogenation of acetylenic ketones.
  • For the preparation of (3S,6S)-1,8-diphenylocta-1,7-diyne-3,6-diol starting from 1,8-diphenylocta-1,7-diyne-3,6-dione.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Dichloro(p-cymene)ruthenium(II) dimer

Sigma-Aldrich

343706

Dichloro(p-cymene)ruthenium(II) dimer

Iron cyclopentadienone complexes derived from C 2-symmetric bis-propargylic alcohols; preparation and applications to catalysis
Hodgkinson R, et al.
Dalton Transactions, 45(9), 3992-4005 (2016)
Aidan M Hayes et al.
Journal of the American Chemical Society, 127(20), 7318-7319 (2005-05-19)
Ruthenium dimer 6 (readily available in two steps from TsDPEN) is converted directly to monomeric asymmetric transfer hydrogenation catalyst 3 in situ under the conditions employed for ketone reduction. Catalyst 3 is a significantly more active catalyst for this application
Asymmetric transfer hydrogenation of functionalized acetylenic ketones
Fang Z and Wills M
The Journal of Organic Chemistry, 78(17), 8594-8605 (2013)

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

Contact Technical Service