1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetrakis(propan-2-yl)-hexahydro-2H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-4-amino-1,2-dihydropyrimidin-2-one

• ChemBase ID: 138194
• Molecular Formular: C21H39N3O6Si2
• Molecular Mass: 485.72186
• Monoisotopic Mass: 485.23773905
• SMILES: CC(C)[Si]1(OC[C@@H]2[C@H]([C@H]([C@@H](O2)n2ccc(nc2=O)N)O)O[Si](O1)(C(C)C)C(C)C)C(C)C
• Canonical SMILES: O[C@@H]1[C@@H]2O[Si](O[Si](OC[C@H]2O[C@H]1n1ccc(nc1=O)N)(C(C)C)C(C)C)(C(C)C)C(C)C
• InChI: InChI=1S/C21H39N3O6Si2/c1-12(2)31(13(3)4)27-11-16-19(29-32(30-31,14(5)6)15(7)8)18(25)20(28-16)24-10-9-17(22)23-21(24)26/h9-10,12-16,18-20,25H,11H2,1-8H3,(H2,22,23,26)/t16-,18-,19-,20-/m1/s1
• InChIKey: KPNSXQNKDQMBAW-VBSBHUPXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetrakis(propan-2-yl)-hexahydro-2H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-4-amino-1,2-dihydropyrimidin-2-one
• IUPAC Traditional name: 1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyl-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-4-aminopyrimidin-2-one
• Synonyms: (+)-3′,5′-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)cytidine; (+)-3′,5′-O-(1,1,3,3-四异丙基-1,3-二硅氧烷)胞苷

Database IDs

• CAS Number: 69304-42-3
• MDL Number: MFCD00012185
• PubChem SID: 24858136; 162232452
• PubChem CID: 11213899

CALCULATED PROPERTIES

• Acid pKa: 12.755628
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 3.118599
• LogD (pH = 7.4): 3.118598
• Log P: 3.1186
• Molar Refractivity: 113.2546 cm^3
• Polarizability: 49.412483 Å^3
• Polar Surface Area: 115.84 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 248-250 °C(lit.)
• Optical Rotation: [α]21/D +50°, c = 1 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%
• Empirical Formula (Hill Notation): C21H39N3O6Si2

DETAILS

Sigma Aldrich - 303658

Application
Intermediate in the preparation of oligoribonucleotides.