3,10,16,22-tetramethyl 7λ3,14λ3,20λ3,26λ3-tetraoxa-2,9,15,21-tetraaza-1,8-dirhodaoctacyclo[6.6.6.61,8.01,8.02,6.09,13.015,19.021,25]hexacosa-6,13,19,25-tetraene-3,10,16,22-tetracarboxylate

• ChemBase ID: 137823
• Molecular Formular: C24H32N4O12Rh2
• Molecular Mass: 774.34148
• Monoisotopic Mass: 774.01268048
• SMILES: COC(=O)C1CCC2=[O][Rh]345N6C(CCC6=[O][Rh]3(N12)(N1C(CCC1=[O]4)C(=O)OC)[O]=C1N5C(CC1)C(=O)OC)C(=O)OC
• Canonical SMILES: COC(=O)C1CCC2=[O][Rh]345[Rh](N12)([O]=C1N5C(CC1)C(=O)OC)([O]=C1N4C(CC1)C(=O)OC)N1C(=[O]3)CCC1C(=O)OC
• InChI: InChI=1S/4C6H9NO3.2Rh/c4*1-10-6(9)4-2-3-5(8)7-4;;/h4*4H,2-3H2,1H3,(H,7,8);;/q;;;;2*+2/p-4
• InChIKey: BJHLPXCDLYHGIN-UHFFFAOYSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,10,16,22-tetramethyl 7λ^3,14λ^3,20λ^3,26λ^3-tetraoxa-2,9,15,21-tetraaza-1,8-dirhodaoctacyclo[6.6.6.6^1,^8.0^1,^8.0^2,^6.0^9,^1^3.0^1^5,^1^9.0^2^1,^2^5]hexacosa-6,13,19,25-tetraene-3,10,16,22-tetracarboxylate
• IUPAC Traditional name: 3,10,16,22-tetramethyl 7λ^3,14λ^3,20λ^3,26λ^3-tetraoxa-2,9,15,21-tetraaza-1,8-dirhodaoctacyclo[6.6.6.6^1,^8.0^1,^8.0^2,^6.0^9,^1^3.0^1^5,^1^9.0^2^1,^2^5]hexacosa-6,13,19,25-tetraene-3,10,16,22-tetracarboxylate
• Synonyms: Dirhodium(II)tetrakis[methyl 2-pyrrolidone-5(S)-carboxylate], acetonitrile/2-propanol complex; Doyle dirhodium catalyst, Rh2(5S-MEPY)4; 二铑四[2-吡咯烷酮-5(S)-羧酸甲酯]，乙腈/2-丙醇络合物; 二铑催化剂，Rh2(5S-MEPY)4

Database IDs

• CAS Number: 132435-65-5
• PubChem SID: 162232084
• PubChem CID: 71310079

CALCULATED PROPERTIES

• H Acceptors: 12
• H Donor: 0
• LogD (pH = 5.5): -0.7904
• LogD (pH = 7.4): -0.7904
• Log P: -0.7904
• Molar Refractivity: 174.9156 cm^3
• Polarizability: 60.973053 Å^3
• Polar Surface Area: 254.72 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 23/24/25-36/37/38-41
• Safety Statements: 22-26-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H315-H319-H331-H335
• GHS Precautionary statements: P261-P280-P301 + P310-P305 + P351 + P338-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Product Information

• Empirical Formula (Hill Notation): C24H32N4O12Rh2

DETAILS

Sigma Aldrich - 424420

Application
Chiral catalyst used for highly enantioselective intramolecular cyclopropanations, intermolecular addition reactions, and intramolecular carbon-hydrogen insertion reactions. Also employed in the synthesis of lactones and lactams in high diastereo-, regio-, and enantioselectivities. For a recent review, see Aldrichimica Acta 1
Other Notes
For research purposes only-Not for Use in Humans or in Human Clinical Trials.Under Special Agreement with Regis Technologies, Inc.
Legal Information
Sold under license from Regis Technologies, Inc.