(5S)-5-[(triphenylmethoxy)methyl]oxolan-2-one

• ChemBase ID: 147589
• Molecular Formular: C24H22O3
• Molecular Mass: 358.42968
• Monoisotopic Mass: 358.15689456
• SMILES: c1ccc(cc1)C(c1ccccc1)(c1ccccc1)OC[C@@H]1CCC(=O)O1
• Canonical SMILES: O=C1CC[C@H](O1)COC(c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C24H22O3/c25-23-17-16-22(27-23)18-26-24(19-10-4-1-5-11-19,20-12-6-2-7-13-20)21-14-8-3-9-15-21/h1-15,22H,16-18H2/t22-/m0/s1
• InChIKey: OZWWLABCDGFABG-QFIPXVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-5-[(triphenylmethoxy)methyl]oxolan-2-one
• IUPAC Traditional name: (5S)-5-[(triphenylmethoxy)methyl]oxolan-2-one
• Synonyms: 5-O-Trityl-2,3-dideoxy-D-glyceropentono-1,4-lactone; (S)-(+)-Dihydro-5-trityloxymethyl-2(3H)-furanone; (S)-(+)-γ-Trityloxymethyl-γ-butyrolactone; (S)-(+)-二氢-5-三苯甲基甲氧基-2(3H)-呋喃酮; (S)-(+)-γ-三苯甲基甲氧基-γ-丁内酯

Database IDs

• CAS Number: 73968-62-4
• MDL Number: MFCD00066260
• Beilstein Number: 4715758
• PubChem SID: 24863113; 162241776; 24889893
• PubChem CID: 2733809

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.319298
• LogD (pH = 7.4): 5.319298
• Log P: 5.319298
• Molar Refractivity: 106.072 cm^3
• Polarizability: 41.299053 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 150-152 °C; 150-152 °C(lit.)
• Optical Rotation: [α]/D +27.0±1.0°, c = 1 in methylene chloride; [α]20/D +28°, c = 1 in methylene chloride

Safety Information

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

Product Information

• Purity: ≥99.0% (CH); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C24H22O3

DETAILS

Sigma Aldrich - 371521

Packaging
1 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 93463

Other Notes
Chiral building block in the synthesis of various compounds1,2,3