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

• ChemBase ID: 77966
• Molecular Formular: C21H23NO4
• Molecular Mass: 353.41162
• Monoisotopic Mass: 353.16270822
• SMILES: c1(ccccc1)[C@H]1OC(=O)CN([C@H]1c1ccccc1)C(=O)OC(C)(C)C
• Canonical SMILES: O=C1CN(C(=O)OC(C)(C)C)[C@H]([C@H](O1)c1ccccc1)c1ccccc1
• InChI: InChI=1S/C21H23NO4/c1-21(2,3)26-20(24)22-14-17(23)25-19(16-12-8-5-9-13-16)18(22)15-10-6-4-7-11-15/h4-13,18-19H,14H2,1-3H3/t18-,19+/m0/s1
• InChIKey: MRUKRSQUUNYOFK-RBUKOAKNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (2R,3S)-6-oxo-2,3-diphenylmorpholine-4-carboxylate
• IUPAC Traditional name: tert-butyl (2R,3S)-6-oxo-2,3-diphenylmorpholine-4-carboxylate
• Synonyms: tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate; tert-Butyl (2S,3R)-(+)-6-oxo-2,3-diphenylmorpholine-4-carboxylate; (2S,3R)-(+)-4-Boc-6-oxo-2,3-diphenylmorpholine; (5S,6R)-(+)-4-Boc-5,6-diphenyl-2-morpholinone; tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate; (2R,3S)-(-)-N-Boc-6-oxo-2,3-diphenylmorpholine; tert-Butyl (2R,3S)-(-)-2,3-diphenyl-6-oxomorpholine-4-carboxylate; (2R,3S)-(-)-2,3-Diphenyl-6-oxomorpholine, N-BOC protected; (2R,3S)-(-)-6-氧代-2,3-二苯基-4-吗啉羧酸叔丁酯; (2R,3S)-(-)-N-叔丁氧羰基-6-氧代-2,3-二苯基吗啉

Database IDs

• CAS Number: 112741-49-8; 112741-50-1
• MDL Number: MFCD00074955; MFCD00074953
• PubChem SID: 24860002; 162042805
• PubChem CID: 981230

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.1111474
• LogD (pH = 7.4): 4.1111474
• Log P: 4.1111474
• Molar Refractivity: 97.1388 cm^3
• Polarizability: 38.424725 Å^3
• Polar Surface Area: 55.84 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 206 °C (dec.)(lit.); 206(dec.)°C; 206°C dec.
• Optical Rotation: [α]25/D -87°, c = 5.5 in methylene chloride; +86 (c=5.5 in methylene chloride)

Safety Information

• Storage Warning: Irritant/Keep Cold
• 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-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%; 99%
• Optical Purity: ee: 99% (HPLC)
• Empirical Formula (Hill Notation): C21H23NO4

DETAILS

Sigma Aldrich - 331848

Packaging
1, 5 g in glass bottle