(3R,4R)-1-benzylpyrrolidine-3,4-diol

• ChemBase ID: 152496
• Molecular Formular: C11H15NO2
• Molecular Mass: 193.2423
• Monoisotopic Mass: 193.11027873
• SMILES: c1ccc(cc1)CN1C[C@H]([C@@H](C1)O)O
• Canonical SMILES: O[C@@H]1CN(C[C@H]1O)Cc1ccccc1
• InChI: InChI=1S/C11H15NO2/c13-10-7-12(8-11(10)14)6-9-4-2-1-3-5-9/h1-5,10-11,13-14H,6-8H2/t10-,11-/m1/s1
• InChIKey: QJRIUWQPJVPYSO-GHMZBOCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-1-benzylpyrrolidine-3,4-diol
• IUPAC Traditional name: (3R,4R)-1-benzylpyrrolidine-3,4-diol
• Synonyms: (3R,4R)-(-)-1-Benzyl-3,4-pyrrolidinediol; (3R,4R)-1-Benzylpyrrolidine-3,4-diol; (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL; (3R,4R)-(-)-1-苄基-3,4-吡咯烷二醇

Database IDs

• CAS Number: 163439-82-5
• MDL Number: MFCD01073894
• Beilstein Number: 6478637
• PubChem SID: 24863066; 162246641
• PubChem CID: 7021491

CALCULATED PROPERTIES

• Acid pKa: 13.499369
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.3625472
• LogD (pH = 7.4): -0.60549647
• Log P: 0.48244774
• Molar Refractivity: 54.5567 cm^3
• Polarizability: 21.567543 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -33.6±3°, c = 1.05% in methanol

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: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (sum of enantiomers, HPLC); 95+%; 98%
• Empirical Formula (Hill Notation): C11H15NO2

DETAILS

Sigma Aldrich - 37034

Other Notes
Chiral building block1,2
Packaging
500 mg in poly tube