(2R,3R,4R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3-{[(3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-4-yl acetate

• ChemBase ID: 138685
• Molecular Formular: C52H64O13Si2
• Molecular Mass: 953.22776
• Monoisotopic Mass: 952.38854517
• SMILES: CC(=O)O[C@@H]1C=CO[C@@H]([C@@H]1OC1[C@@H]([C@H]([C@H]([C@H](O1)CO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)OC(=O)C)OC(=O)C)OC(=O)C)CO[Si](c1ccccc1)(c1ccccc1)C(C)(C)C
• Canonical SMILES: CC([Si](c1ccccc1)(c1ccccc1)OC[C@H]1OC=C[C@H]([C@H]1OC1O[C@H](CO[Si](C(C)(C)C)(c2ccccc2)c2ccccc2)[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C)(C)C
• InChI: InChI=1S/C52H64O13Si2/c1-35(53)60-43-31-32-57-44(33-58-66(51(5,6)7,39-23-15-11-16-24-39)40-25-17-12-18-26-40)46(43)65-50-49(63-38(4)56)48(62-37(3)55)47(61-36(2)54)45(64-50)34-59-67(52(8,9)10,41-27-19-13-20-28-41)42-29-21-14-22-30-42/h11-32,43-50H,33-34H2,1-10H3/t43-,44-,45-,46-,47+,48+,49-,50?/m1/s1
• InChIKey: RNGIQPVDHUSLDB-XJJBAVGBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3-{[(3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-4-yl acetate
• IUPAC Traditional name: (2R,3R,4R)-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3-{[(3R,4S,5S,6R)-3,4,5-tris(acetyloxy)-6-{[(tert-butyldiphenylsilyl)oxy]methyl}oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-4-yl acetate
• Synonyms: Tetra-O-acetyl-6,6′-di-O-(tert-butyldiphenylsilyl)-D-lactal; 四-O-乙酰-6,6′-二-O-(叔丁基二苯基硅基)-D-呋喃葡烯糖-5-半乳糖苷

Database IDs

• CAS Number: 308103-45-9
• MDL Number: MFCD01321287
• PubChem SID: 162232936; 24870837
• PubChem CID: 16213145

CALCULATED PROPERTIES

• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 9.833
• LogD (pH = 7.4): 9.833
• Log P: 9.833
• Molar Refractivity: 241.2714 cm^3
• Polarizability: 101.38894 Å^3
• Polar Surface Area: 151.35 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 67-70 °C(lit.)
• Optical Rotation: [α]20/D -20°, c = 1 in chloroform

Safety Information

• German water hazard class: 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C52H64O13Si2

DETAILS

Sigma Aldrich - 472875

Application
Important building block for both solution- and solid-phase synthesis of oligosaccharides.1