(2R,3S,4R,6S)-4-azido-6-[(tert-butyldimethylsilyl)oxy]-2-(hydroxymethyl)oxan-3-ol

• ChemBase ID: 145593
• Molecular Formular: C12H25N3O4Si
• Molecular Mass: 303.4301
• Monoisotopic Mass: 303.16143283
• SMILES: CC(C)(C)[Si](C)(C)O[C@H]1C[C@H]([C@@H]([C@H](O1)CO)O)N=[N+]=[N-]
• Canonical SMILES: OC[C@H]1O[C@H](C[C@H]([C@@H]1O)N=[N+]=[N-])O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C12H25N3O4Si/c1-12(2,3)20(4,5)19-10-6-8(14-15-13)11(17)9(7-16)18-10/h8-11,16-17H,6-7H2,1-5H3/t8-,9-,10+,11+/m1/s1
• InChIKey: CHVQAMOISPQQTA-ZNSHCXBVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R,6S)-4-azido-6-[(tert-butyldimethylsilyl)oxy]-2-(hydroxymethyl)oxan-3-ol
• IUPAC Traditional name: (2R,3S,4R,6S)-4-azido-6-[(tert-butyldimethylsilyl)oxy]-2-(hydroxymethyl)oxan-3-ol
• Synonyms: 3-Azido-2,3-dideoxy-1-O-(tert-butyldimethylsilyl)-β-D-arabino-hexopyranose; 3-叠氮-2,3-二脱氧-1-O-(叔丁基二甲基甲硅烷基)-β-D-阿拉伯-六吡喃糖

Database IDs

• CAS Number: 189454-43-1
• MDL Number: MFCD01863611
• PubChem SID: 24873098; 162239798
• PubChem CID: 10662224

CALCULATED PROPERTIES

• Acid pKa: 13.301112
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.2397
• LogD (pH = 7.4): 1.2396995
• Log P: 1.2998
• Molar Refractivity: 70.5533 cm^3
• Polarizability: 30.030535 Å^3
• Polar Surface Area: 88.35 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 73-75 °C(lit.)
• Optical Rotation: [α]20/D -32°, c = 1 in chloroform

Safety Information

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

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C12H25N3O4Si

DETAILS

Sigma Aldrich - 497029

Packaging
250 mg in glass bottle