(3aR,7aR)-1,3-dimethyl-2-{[(1S)-1-phenylethyl]amino}-octahydro-1H-1,3,2λ5-benzodiazaphosphol-2-one

• ChemBase ID: 140978
• Molecular Formular: C16H26N3OP
• Molecular Mass: 307.370901
• Monoisotopic Mass: 307.1813491
• SMILES: C[C@@H](c1ccccc1)NP1(=O)N([C@@H]2CCCC[C@H]2N1C)C
• Canonical SMILES: C[C@@H](c1ccccc1)NP1(=O)N(C)[C@H]2[C@H](N1C)CCCC2
• InChI: InChI=1S/C16H26N3OP/c1-13(14-9-5-4-6-10-14)17-21(20)18(2)15-11-7-8-12-16(15)19(21)3/h4-6,9-10,13,15-16H,7-8,11-12H2,1-3H3,(H,17,20)/t13-,15+,16+/m0/s1
• InChIKey: NEVIAYVVEZMXAO-NUEKZKHPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,7aR)-1,3-dimethyl-2-{[(1S)-1-phenylethyl]amino}-octahydro-1H-1,3,2λ^5-benzodiazaphosphol-2-one
• IUPAC Traditional name: (3aR,7aR)-1,3-dimethyl-2-{[(1S)-1-phenylethyl]amino}-hexahydro-1,3,2λ^5-benzodiazaphosphol-2-one
• Synonyms: (3a,7aR)-1,3-Dimethyl-N-[(1S)-1-phenylethyl]octahydro-1H-1,3,2-benzodiazaphosphol-2-amine 2-oxide; (3a,7aR)-1,3-二甲基-N-[(1S)-1-苯乙基]八氢-1H-1,3,2-苯并二氮磷杂环戊烷-2-胺 2-氧化物

Database IDs

• CAS Number: 204990-17-0
• MDL Number: MFCD10566972
• PubChem SID: 162235214
• PubChem CID: 10709865

CALCULATED PROPERTIES

• Acid pKa: 15.207411
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.7576195
• LogD (pH = 7.4): 1.7576405
• Log P: 1.7576408
• Molar Refractivity: 86.8874 cm^3
• Polarizability: 35.14402 Å^3
• Polar Surface Area: 35.58 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 135-140 °C
• Optical Rotation: [α]/D -165±10°, c = 0.37 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% (HPLC)
• Empirical Formula (Hill Notation): C16H26N3OP

DETAILS

Sigma Aldrich - 671495

Application
Organocatalyst1
Packaging
1 g in poly bottle