(3aR,7aR)-1,3-dimethyl-2-(piperidin-1-yl)-octahydro-1H-1,3,2λ5-benzodiazaphosphol-2-one

• ChemBase ID: 140325
• Molecular Formular: C13H26N3OP
• Molecular Mass: 271.338801
• Monoisotopic Mass: 271.1813491
• SMILES: CN1[C@@H]2CCCC[C@H]2N(P1(=O)N1CCCCC1)C
• Canonical SMILES: CN1[C@@H]2CCCC[C@H]2N(P1(=O)N1CCCCC1)C
• InChI: InChI=1S/C13H26N3OP/c1-14-12-8-4-5-9-13(12)15(2)18(14,17)16-10-6-3-7-11-16/h12-13H,3-11H2,1-2H3/t12-,13-/m1/s1
• InChIKey: ILDAVWNADMBKGB-CHWSQXEVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,7aR)-1,3-dimethyl-2-(piperidin-1-yl)-octahydro-1H-1,3,2λ^5-benzodiazaphosphol-2-one
• IUPAC Traditional name: (3aR,7aR)-1,3-dimethyl-2-(piperidin-1-yl)-hexahydro-1,3,2λ^5-benzodiazaphosphol-2-one
• Synonyms: (3αR,7αR)-1,3-Dimethyl-2-(1-piperidinyl)octahydro-1H-1,3,2-benzodiazaphosphole 2-oxide; (3αR,7αR)-1,3-二甲基-2-(1-哌啶基)八氢-1H-1,3,2-苯并二氮磷杂环戊二烯 2-氧化物

Database IDs

• CAS Number: 161390-52-9
• MDL Number: MFCD10566969
• PubChem SID: 162234569
• PubChem CID: 10564044

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.6906082
• LogD (pH = 7.4): 0.69063455
• Log P: 0.69063485
• Molar Refractivity: 74.8947 cm^3
• Polarizability: 30.343758 Å^3
• Polar Surface Area: 26.79 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 108-112 °C
• Optical Rotation: [α]/D -90.5±3°, c = 1.15 in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (GC)
• Empirical Formula (Hill Notation): C13H26N3OP

DETAILS

Sigma Aldrich - 671371

Application
Organocatalyst: Asymmetric Allylation of Aldehydes with Chiral Lewis Bases1, Review2
Packaging
1 g in poly bottle
250 mg in poly bottle