(R,R)-DACH-naphthyl Trost ligand - ≥95% , CAS No.174810-09-4

CAS: 174810-09-4 Cat. No.: D123085 Molecular Weight: 790.87 EC Number: 811-984-3

GRADE & PURITY ≥95%

Synonyms

2-(DIPHENYLPHOSPHANYL)-N-[(1R,2R)-2-[2-(DIPHENYLPHOSPHANYL)NAPHTHALENE-1-AMIDO]CYCLOHEXYL]NAPHTHALENE-1-CARBOXAMIDE | SC11308 | 1-Naphthalenecarboxamide, N,N'-(1R,2R)-1,2-cyclohexanediylbis[2-(diphenylphosphino)- | (1R,2R)-(-)-1,2-DiaMinocyclohexane-N,N'-

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Asymmetric allylic alkylation ligand

Specifications

Synonyms

2-(DIPHENYLPHOSPHANYL)-N-[(1R, 2R)-2-[2-(DIPHENYLPHOSPHANYL)NAPHTHALENE-1-AMIDO]CYCLOHEXYL]NAPHTHALENE-1-CARBOXAMIDE | SC11308 | 1-Naphthalenecarboxamide, N, N'-(1R, 2R)-1, 2-cyclohexanediylbis[2-(diphenylphosphino)- | (1R, 2R)-(-)-1, 2-DiaMinocyclohexane-N, N'-

Specifications & Purity

≥95%

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

≥95%

Names and Identifiers

• Pubchem Sid: 504761084
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504761084
• Canonical Smiles: C1CCC(C(C1)NC(=O)C2=C(C=CC3=CC=CC=C32)P(C4=CC=CC=C4)C5=CC=CC=C5)NC(=O)C6=C(C=CC7=CC=CC=C76)P(C8=CC=CC=C8)C9=CC=CC=C9
• IUPAC Name: 2-diphenylphosphanyl-N-[(1R,2R)-2-[(2-diphenylphosphanylnaphthalene-1-carbonyl)amino]cyclohexyl]naphthalene-1-carboxamide
• InChIKey: VXFKMKXTPXVEMU-AWSIMMLFSA-N
• INCHI: 1S/C52H44N2O2P2/c55-51(49-43-29-15-13-19-37(43)33-35-47(49)57(39-21-5-1-6-22-39)40-23-7-2-8-24-40)53-45-31-17-18-32-46(45)54-52(56)50-44-30-16-14-20-38(44)34-36-48(50)58(41-25-9-3-10-26-41)42-27-11-4-12-28-42/h1-16,19-30,33-36,45-46H,17-18,31-32H2,(H,53,55)(H,54,56)/t45-,46-/m1/s1
• Isomeric SMILES: C1CC[C@H]([C@@H](C1)NC(=O)C2=C(C=CC3=CC=CC=C32)P(C4=CC=CC=C4)C5=CC=CC=C5)NC(=O)C6=C(C=CC7=CC=CC=C76)P(C8=CC=CC=C8)C9=CC=CC=C9
• WGK Germany: 3
• Molecular Weight: 790.87
• Reaxy-Rn: 19240137
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=19240137&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenylphosphines and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenylphosphines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylphosphines and derivatives
• Alternative Parents: Naphthalenecarboxamides Secondary carboxylic acid amides Organic phosphines and derivatives Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Triphenylphosphine - 1-naphthalenecarboxamide - 1-naphthalenecarboxylic acid or derivatives - Naphthalene - Phenylphosphine - Carboxamide group - Secondary carboxylic acid amide - Phosphine - Carboxylic acid derivative - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Organophosphorus compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylphosphines and derivatives. These are compounds containing a phenylphosphine, which consists of phosphine substituent bound to a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Moisture sensitive.
• Melt Point(°C): 224-231°C
• Molecular Weight: 790.900 g/mol
• XLogP3: 11.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 790.288 Da
• Monoisotopic Mass: 790.288 Da
• Topological Polar Surface Area: 58.200 Ų
• Heavy Atom Count: 58
• Formal Charge: 0
• Complexity: 1170.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1