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

• ChemBase ID: 138604
• Molecular Formular: C32H56O13Si2
• Molecular Mass: 704.95024
• Monoisotopic Mass: 704.32594492
• SMILES: CC(=O)O[C@H]1C=CO[C@H]([C@@H]1O[C@H]1[C@@H]([C@H]([C@H](C(O1)CO[Si](C)(C)C(C)(C)C)OC(=O)C)OC(=O)C)OC(=O)C)CO[Si](C)(C)C(C)(C)C
• Canonical SMILES: CC(=O)O[C@H]1C=CO[C@H]([C@@H]1O[C@@H]1OC(CO[Si](C(C)(C)C)(C)C)[C@@H]([C@@H]([C@H]1OC(=O)C)OC(=O)C)OC(=O)C)CO[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C32H56O13Si2/c1-19(33)40-23-15-16-37-24(17-38-46(11,12)31(5,6)7)26(23)45-30-29(43-22(4)36)28(42-21(3)35)27(41-20(2)34)25(44-30)18-39-47(13,14)32(8,9)10/h15-16,23-30H,17-18H2,1-14H3/t23-,24-,25?,26+,27-,28-,29+,30-/m0/s1
• InChIKey: DBDFJVIRBZJNEH-POLUUMKASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-{[(2S,3R,4S,5S)-3,4,5-tris(acetyloxy)-6-{[(tert-butyldimethylsilyl)oxy]methyl}oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-4-yl acetate
• IUPAC Traditional name: (2S,3R,4S)-2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-{[(2S,3R,4S,5S)-3,4,5-tris(acetyloxy)-6-{[(tert-butyldimethylsilyl)oxy]methyl}oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-4-yl acetate
• Synonyms: Tetra-O-acetyl-6,6′-di-O-(tert-butyldimethylsilyl)-D-lactal; 四-O-乙酰-6,6′-二-O-(叔丁基二甲基硅基)-D-呋喃葡烯糖-5-半乳糖苷

Database IDs

• CAS Number: 308103-46-0
• PubChem SID: 162232857; 24870840
• PubChem CID: 71310159

CALCULATED PROPERTIES

• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 3.5286
• LogD (pH = 7.4): 3.5286
• Log P: 3.5286
• Molar Refractivity: 162.4946 cm^3
• Polarizability: 70.565735 Å^3
• Polar Surface Area: 151.35 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -7°, c = 1.1 in chloroform

Safety Information

• German water hazard class: 3

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C32H56O13Si2

DETAILS

Sigma Aldrich - 472883

Application
Important building block for both solution- and solid-phase synthesis of oligosaccharides.1
Packaging
100 mg in glass bottle