benzyl (2S,3R)-6-oxo-2,3-diphenylmorpholine-4-carboxylate

• ChemBase ID: 148313
• Molecular Formular: C24H21NO4
• Molecular Mass: 387.42784
• Monoisotopic Mass: 387.14705816
• SMILES: c1ccc(cc1)COC(=O)N1CC(=O)O[C@H]([C@H]1c1ccccc1)c1ccccc1
• Canonical SMILES: O=C1O[C@@H](c2ccccc2)[C@H](N(C1)C(=O)OCc1ccccc1)c1ccccc1
• InChI: InChI=1S/C24H21NO4/c26-21-16-25(24(27)28-17-18-10-4-1-5-11-18)22(19-12-6-2-7-13-19)23(29-21)20-14-8-3-9-15-20/h1-15,22-23H,16-17H2/t22-,23+/m1/s1
• InChIKey: HECRUWTZAMPQOS-PKTZIBPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S,3R)-6-oxo-2,3-diphenylmorpholine-4-carboxylate
• IUPAC Traditional name: benzyl (2S,3R)-6-oxo-2,3-diphenylmorpholine-4-carboxylate
• Synonyms: (2R,3S)-(-)-N-Benzyloxycarbonyl-6-oxo-2,3-diphenylmorpholine; Benzyl (2R,3S)-(-)-6-oxo-2,3-diphenylmorpholine-4-carboxylate; (5R,6S)-(-)-4-Benzyloxycarbonyl-5,6-diphenyl-2-morpholinone; Benzyl (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate; (2S,3R)-(+)-N-Z-6-oxo-2,3-diphenylmorpholine; (2S,3R)-(+)-6-氧代-2,3-二苯基-4-吗啉羧酸苄酯; (2S,3R)-(+)-N-Z-6-氧代-2,3-二苯基吗啉

Database IDs

• CAS Number: 100516-54-9; 105228-46-4
• MDL Number: MFCD00074956; MFCD00074958
• PubChem SID: 162242489; 24860003
• PubChem CID: 981233

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.781661
• LogD (pH = 7.4): 4.781661
• Log P: 4.781661
• Molar Refractivity: 107.9458 cm^3
• Polarizability: 42.489883 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 205-207 °C(lit.); 205-207°C
• Optical Rotation: [α]25/D +66°, c = 5.5 in methylene chloride; -66 (c=5.5 in methylene chloride)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39; 26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%; 99%
• Empirical Formula (Hill Notation): C24H21NO4

DETAILS

Sigma Aldrich - 331856

Packaging
1 g in glass bottle