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

• ChemBase ID: 68997
• Molecular Formular: C11H15NO2
• Molecular Mass: 193.2423
• Monoisotopic Mass: 193.11027873
• SMILES: N1(C[C@@H]([C@H](C1)O)O)Cc1ccccc1
• 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-/m0/s1
• InChIKey: QJRIUWQPJVPYSO-QWRGUYRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S)-1-benzylpyrrolidine-3,4-diol
• IUPAC Traditional name: (3S,4S)-1-benzylpyrrolidine-3,4-diol
• Synonyms: (3S,4S)-(+)-1-Benzyl-3,4-pyrrolidinediol; (3S,4S)-(+)-1-Benzyl-3,4-pyrrolidindiol; (3S,4S)-(+)-1-苄基-3,4-吡咯烷二醇

Database IDs

• CAS Number: 90365-74-5
• MDL Number: MFCD01073893
• Beilstein Number: 4992458
• PubChem SID: 162034727; 24874147
• PubChem CID: 2734057

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

• Melting Point: 94-100 °C
• Optical Rotation: [α]20/D +33.6±3°, c = 1.05% in methanol

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• TSCA Listed: false
• 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%; 95+%
• Empirical Formula (Hill Notation): C11H15NO2

DETAILS

Sigma Aldrich - 52057

Other Notes
Building blocks for novel chiral crown ethers1,2
Packaging
500 mg in poly bottle