(4S,5S)-N,2,2-trimethyl-4-phenyl-1,3-dioxan-5-amine

• ChemBase ID: 152217
• Molecular Formular: C13H19NO2
• Molecular Mass: 221.29546
• Monoisotopic Mass: 221.14157885
• SMILES: CC1(OC[C@@H]([C@@H](O1)c1ccccc1)NC)C
• Canonical SMILES: CN[C@H]1COC(O[C@H]1c1ccccc1)(C)C
• InChI: InChI=1S/C13H19NO2/c1-13(2)15-9-11(14-3)12(16-13)10-7-5-4-6-8-10/h4-8,11-12,14H,9H2,1-3H3/t11-,12-/m0/s1
• InChIKey: OLDLOVICBLVDFQ-RYUDHWBXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-N,2,2-trimethyl-4-phenyl-1,3-dioxan-5-amine
• IUPAC Traditional name: (4S,5S)-N,2,2-trimethyl-4-phenyl-1,3-dioxan-5-amine
• Synonyms: (4S,5S)-(+)-2,2-Dimethyl-5-methylamino-4-phenyl-1,3-dioxane; (S,S)-(+)-2,2-二甲基-5-甲氨基-4-苯-1,3-二环氧乙烷

Database IDs

• CAS Number: 124686-47-1
• MDL Number: MFCD01863018
• Beilstein Number: 3591157
• PubChem SID: 24865475; 162246362
• PubChem CID: 2733140

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.95060664
• LogD (pH = 7.4): 0.6494443
• Log P: 1.9733493
• Molar Refractivity: 63.438 cm^3
• Polarizability: 25.397371 Å^3
• Polar Surface Area: 30.49 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +43±2°, c = 1.5% in toluene

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC)
• Empirical Formula (Hill Notation): C13H19NO2

DETAILS

Sigma Aldrich - 40767

Other Notes
Chiral auxiliary for the enantioselective synthesis of 4-keto esters1
Packaging
100, 500 mg in glass bottle