(S,S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine(chloro)(p-cymene)ruthenium(II)

Base Information

• Chemical Name: (S,S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine(chloro)(p-cymene)ruthenium(II)
• CAS No.: 192139-90-5
• Molecular Formula: C31H35 Cl N2 O2 Ru S
• Molecular Weight: 635.212
• Hs Code.: 28439000
• DSSTox Substance ID: DTXSID40448649
• Mol file: 192139-90-5.mol

Synonyms:Ruthenium,[N-[2-(amino-kN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-kN]chloro[(1,2,3,4,5,6-h)-1-methyl-4-(1-methylethyl)benzene]-,[S-(R*,R*)]-;[((S,S)-2-Amino-1,2-diphenylethyl)[(4-tolyl)sulfonyl]amido](chloro)(h6-p-cymene)ruthenium

Chemical Property of (S,S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine(chloro)(p-cymene)ruthenium(II)

Chemical Property:

• Melting Point: >175 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 80.57000
• Density: g/cm³
• LogP: 9.69450
• Storage Temp.: 2-8°C
• Sensitive.: air sensitive
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 636.115118
• Heavy Atom Count: 38
• Complexity: 599

Purity/Quality:

98%, ^*data from raw suppliers

[(η-6-Cymene)[(S,S)-1,2-diphenyl-N-tosyl-1,2-ethanediaminato]ruthenium]chloride] ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(C)C.CC1=CC=C(C=C1)S(=O)(=O)[N-]C(C2=CC=CC=C2)C(C3=CC=CC=C3)N.Cl[Ru+]
• Isomeric SMILES: CC1=CC=C(C=C1)C(C)C.CC1=CC=C(C=C1)S(=O)(=O)[N-][C@@H](C2=CC=CC=C2)[C@H](C3=CC=CC=C3)N.Cl[Ru+]
• Uses: Catalyst involved in: ? Asymmetric transfer hydrogenation of imines and ketones ? Intramolecular asymmetric reductive amination ? Tandem hydroformylation / hydrogenation of terminal olefins Reactant involved in studies of thermal decomposition of arenerut Catalyst involved in:Asymmetric transfer hydrogenation of imines and ketonesIntramolecular asymmetric reductive aminationTandem hydroformylation / hydrogenation of terminal olefinsReactant involved in studies of thermal decomposition of areneruthenium chiral amido-amine alkyl complexes

Technology Process of (S,S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine(chloro)(p-cymene)ruthenium(II)

There total 2 articles about (S,S)-N-(p-Toluenesulfonyl)-1,2-diphenylethanediamine(chloro)(p-cymene)ruthenium(II) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

[RhCl2(p-cymene)]2 + N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide (167316-27-0) → [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2, 3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium (192139-90-5)

Guidance literature:

With triethylamine; In isopropyl alcohol; at 80 ℃; for 1h;

Reference yield:

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 (52462-29-0) + (R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine (144222-34-4) → [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2, 3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium (192139-90-5)

Guidance literature:

With triethylamine; In isopropyl alcohol; for 1h; Heating / reflux;

Reference yield: 95.0%

chloro {[(1S,2S)-(+)-2-amino-1,2-diphenylethyl]((4-toluenesulfonyl)amido)(p-cymene)}ruthenium(ll) (1070165-95-5,177552-90-8,192139-90-5,192139-92-7,960253-19-4) → Noyori's catalyst

Guidance literature:

With water; potassium hydroxide; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1002/anie.202006650

upstream raw materials:

[ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂

(R,R)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine

N-[(1S,2S)-2-amino-1,2-diphenylethyl]-4-methylbenzenesulfonamide

Downstream raw materials:

[RuH(η⁶-p-cymene)(N-tosyl-1,2-diphenylethylenediamine)]

Refernces

• 1、 -. "EP4 RECEPTOR AGONIST, COMPOSITIONS AND METHODS THEREOF". Page/Page column 17. . Retrieved 2008/06/13.