benzyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride

• ChemBase ID: 152187
• Molecular Formular: C12H16ClNO3
• Molecular Mass: 257.71334
• Monoisotopic Mass: 257.08187106
• SMILES: c1ccc(cc1)COC(=O)[C@@H]1C[C@H](CN1)O.Cl
• Canonical SMILES: O[C@H]1CN[C@@H](C1)C(=O)OCc1ccccc1.Cl
• InChI: InChI=1S/C12H15NO3.ClH/c14-10-6-11(13-7-10)12(15)16-8-9-4-2-1-3-5-9;/h1-5,10-11,13-14H,6-8H2;1H/t10-,11+;/m1./s1
• InChIKey: LVYXMDJSWLEZMP-DHXVBOOMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride
• IUPAC Traditional name: benzyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride
• Synonyms: L-4-Hydroxy-proline benzyl ester hydrochloride; L-4-羟基脯氨酸苄酯 盐酸盐

Database IDs

• CAS Number: 62147-27-7
• MDL Number: MFCD00237998
• Beilstein Number: 3728745
• PubChem SID: 162246332; 24867375
• PubChem CID: 16212860

CALCULATED PROPERTIES

• Acid pKa: 14.824048
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.6638925
• LogD (pH = 7.4): 0.53385717
• Log P: 0.62552816
• Molar Refractivity: 58.7639 cm^3
• Polarizability: 23.560062 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 162-165 °C
• Optical Rotation: [α]20/D -37±2°, c = 1% in methanol

Safety Information

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

Product Information

• Purity: ≥98.0% (HPLC)
• Empirical Formula (Hill Notation): C12H15NO3 · HCl

DETAILS

Sigma Aldrich - 43746

Packaging
5 g in poly bottle