Chiralyst Rh639 - ≥99.95% metals basis , CAS No.223392-99-2

CAS: 223392-99-2 Cat. No.: C294378 Molecular Weight: 639.06 EC Number: 812-286-1 PubChem CID: 131637300

GRADE & PURITY ≥99.95% metals basis

Synonyms

223392-99-2|[(1R,2R)-2-Amino-1,2-diphenylethyl]-(4-methylphenyl)sulfonylazanide;methane;1,2,3,4,5-pentamethylcyclopentane;rhodium(2+);chloride|[N-[(1R,2R)-2-(amino-kappaN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-kappaN]chloro[(1,2,3,4,5-eta)-1,2

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Product class
M-N, Homogeneous Catalysts, M-C, Arene/Aryl Ligands, Chiral Ligands

Reaction type
Hydrogenation, Asymmetric Reactions, Asymmetric Hydrogenation, Transfer Hydrogenation

Chemical properties

Chemical formula

C31H36N2ClO2SRh

Empirical formula

Rh[(R,R)-TsDPEN](C5Me5)Cl

Molecular weight

639.06

Metal

Rh

Theoretical metal content

16

Physical state

crystalline

Color

orange brown

Metal purity

99.95

Applications & references

Asymmetric reduction of α-sulfonyloxy acetophenone compound yielding an optically active 2-sulfonyloxy-1-phenylethanol derivative with high enantiomer excess.

Reference: WO2008 054155

Asymmetric synthesis of ß-amino alcohols by rhodium catalyzed transfer hydrogenation of α-keto imines.

Reference: Tetrah. Asym. 2010, 21, 2244 (DOI: 10.1016/j.tetasy.2010.07.004)

One pot synthesis of sterically active epoxides starting from α-chloroacetophenones including a asymmetric transfer hydrogenation step.

Reference: Tetrah.  2004, 60, 7411 (DOI: 10.1016/j.tet.2004.06.076)

Synthesis of optically active styrene oxides by asymmetric reduction of 2-chloroacetophenones.

Reference: Org. Lett. 2002, 4, 4373 (DOI: 10.1021/ol020213o)

Enantioselective preparation of cyclic sulfamidates by using asymmetric transfer hydrogenation.

Reference: Org. Lett. 2010, 12, 4184 (DOI: 10.1021/ol1017905)

Asymmetric transfer hydrogenation of α-aminoalkyl α’-chloromethylketones yielding useful intermediates for the total synthesis of inhibitors of HIV protease and ß-secretase in Alzheimer disease.

Reference: J. Org. Chem. 2004, 69, 7391 (DOI: 10.1021/jo0491455)

Specifications

Synonyms

223392-99-2 | [(1R, 2R)-2-Amino-1, 2-diphenylethyl]-(4-methylphenyl)sulfonylazanide;methane;1, 2, 3, 4, 5-pentamethylcyclopentane;rhodium(2+);chloride | [N-[(1R, 2R)-2-(amino-kappaN)-1, 2-diphenylethyl]-4-methylbenzenesulfonamidato-kappaN]chloro[(1, 2, 3, 4, 5-eta)-1, 2

Specifications & Purity

≥99.95% metals basis

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99.95% metals basis

Names and Identifiers

• Canonical Smiles: C.CC1C(C(C(C1C)C)C)C.CC1=CC=C(C=C1)S(=O)(=O)[N-]C(C2=CC=CC=C2)C(C3=CC=CC=C3)N.[Cl-].[Rh+2]
• IUPAC Name: [(1R,2R)-2-amino-1,2-diphenylethyl]-(4-methylphenyl)sulfonylazanide;methane;1,2,3,4,5-pentamethylcyclopentane;rhodium(2+);chloride
• InChIKey: YLCLYZZZTCWCEJ-ZPVXIRCVSA-M
• INCHI: 1S/C21H21N2O2S.C10H20.CH4.ClH.Rh/c1-16-12-14-19(15-13-16)26(24,25)23-21(18-10-6-3-7-11-18)20(22)17-8-4-2-5-9-17;1-6-7(2)9(4)10(5)8(6)3;;;/h2-15,20-21H,22H2,1H3;6-10H,1-5H3;1H4;1H;/q-1;;;;+2/p-1/t20-,21-;;;;/m1..../s1
• Isomeric SMILES: C.CC1C(C(C(C1C)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-].[Rh+2]
• PubChem CID: 131637300
• Molecular Weight: 639.06