(2R,5R)-2-cyclohexyl-1-{12,14-dioxa-13-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosan-13-yl}-5-phenylpyrrolidine

• ChemBase ID: 141145
• Molecular Formular: C36H54NO2P
• Molecular Mass: 563.793221
• Monoisotopic Mass: 563.3892166
• SMILES: c1ccc(cc1)[C@H]1CC[C@@H](N1P1OC2CCC3CCCCC3C2C2C3CCCCC3CCC2O1)C1CCCCC1
• Canonical SMILES: C1CCC(CC1)[C@H]1CC[C@@H](N1P1OC2CCC3C(C2C2C(O1)CCC1C2CCCC1)CCCC3)c1ccccc1
• InChI: InChI=1S/C36H54NO2P/c1-3-13-27(14-4-1)31-21-22-32(28-15-5-2-6-16-28)37(31)40-38-33-23-19-25-11-7-9-17-29(25)35(33)36-30-18-10-8-12-26(30)20-24-34(36)39-40/h1,3-4,13-14,25-26,28-36H,2,5-12,15-24H2/t25?,26?,29?,30?,31-,32-,33?,34?,35?,36?,40?/m1/s1
• InChIKey: IUTPTMYRNBTDSH-JOLPAVKJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5R)-2-cyclohexyl-1-{12,14-dioxa-13-phosphapentacyclo[13.8.0.0^2,^1^1.0^3,^8.0^1^8,^2^3]tricosan-13-yl}-5-phenylpyrrolidine
• IUPAC Traditional name: (2R,5R)-2-cyclohexyl-1-{12,14-dioxa-13-phosphapentacyclo[13.8.0.0^2,^1^1.0^3,^8.0^1^8,^2^3]tricosan-13-yl}-5-phenylpyrrolidine
• Synonyms: 1-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-(2R,5R)-2,5-diphenylpyrrolidine; (R,R,R)-1-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a′]dinaphthalen-4-yl)-2,5-diphenylpyrrolidine; (R,R,R)-1-(3,5-二氧杂-4-磷杂环庚二烯并[2,1-a:3,4-a′]二萘-4-基)-2,5-二苯基吡咯烷

Database IDs

• CAS Number: 444667-33-8
• MDL Number: MFCD16621390
• PubChem SID: 162235380
• PubChem CID: 71310570

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.161071
• LogD (pH = 7.4): 7.5067706
• Log P: 9.223
• Molar Refractivity: 165.0236 cm^3
• Polarizability: 66.12568 Å^3
• Polar Surface Area: 21.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 191-196 °C
• Optical Rotation: [α]22/D -237°, c = 0.5 in chloroform

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: 90%
• Empirical Formula (Hill Notation): C36H28NO2P

DETAILS

Sigma Aldrich - 692697

Application
Used in asymmetric hydrogenation.
DSM MonoPhos Family of Highly Efficient Privileged Ligands
Packaging
100, 500 mg in glass bottle
Legal Information
Sold under license from DSM for research purposes only.