(2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-[(benzyloxy)methyl]piperidine hydrochloride

• ChemBase ID: 178248
• Molecular Formular: C34H38ClNO4
• Molecular Mass: 560.12282
• Monoisotopic Mass: 559.24893638
• SMILES: [C@@H]1([C@@H]([C@@H](CN[C@H]1COCc1ccccc1)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1.Cl
• Canonical SMILES: c1ccc(cc1)CO[C@@H]1[C@H](COCc2ccccc2)NC[C@H]([C@H]1OCc1ccccc1)OCc1ccccc1.Cl
• InChI: InChI=1S/C34H37NO4.ClH/c1-5-13-27(14-6-1)22-36-26-31-33(38-24-29-17-9-3-10-18-29)34(39-25-30-19-11-4-12-20-30)32(21-35-31)37-23-28-15-7-2-8-16-28;/h1-20,31-35H,21-26H2;1H/t31-,32+,33-,34-;/m1./s1
• InChIKey: QZCKTSVMJCTRAZ-HWVFYUPGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-[(benzyloxy)methyl]piperidine hydrochloride
• IUPAC Traditional name: (2R,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-[(benzyloxy)methyl]piperidine hydrochloride
• Synonyms: (2R,3R,4R,5S)-3,4,5-Tris(phenylmethoxy)-2-[(phenylmethoxy)methyl]piperidine Hydrochloride; 2,3,4,6-Tetra-O-benzyl-1-deoxynojirimycin Hydrochloric Acid Salt

Database IDs

• CAS Number: 72983-76-7
• PubChem SID: 164234158
• PubChem CID: 71752407

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.0080614
• LogD (pH = 7.4): 5.738479
• Log P: 6.5846553
• Molar Refractivity: 154.0296 cm^3
• Polarizability: 61.121456 Å^3
• Polar Surface Area: 48.95 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 189-191°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T284800

Intermediate in the preparation of Deoxynojirimycin