(2R,3R,4R)-4-[(tert-butyldiphenylsilyl)oxy]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydro-2H-pyran-3-ol

• ChemBase ID: 135455
• Molecular Formular: C38H46O4Si2
• Molecular Mass: 622.94044
• Monoisotopic Mass: 622.29346302
• SMILES: CC(C)(C)[Si](c1ccccc1)(c1ccccc1)OC[C@@H]1[C@H]([C@@H](C=CO1)O[Si](c1ccccc1)(c1ccccc1)C(C)(C)C)O
• Canonical SMILES: O[C@@H]1[C@H](OC=C[C@H]1O[Si](C(C)(C)C)(c1ccccc1)c1ccccc1)CO[Si](C(C)(C)C)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C38H46O4Si2/c1-37(2,3)43(30-19-11-7-12-20-30,31-21-13-8-14-22-31)41-29-35-36(39)34(27-28-40-35)42-44(38(4,5)6,32-23-15-9-16-24-32)33-25-17-10-18-26-33/h7-28,34-36,39H,29H2,1-6H3/t34-,35-,36+/m1/s1
• InChIKey: CWKMLPNAHWLONH-LBYVEUBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R)-4-[(tert-butyldiphenylsilyl)oxy]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydro-2H-pyran-3-ol
• IUPAC Traditional name: (2R,3R,4R)-4-[(tert-butyldiphenylsilyl)oxy]-2-{[(tert-butyldiphenylsilyl)oxy]methyl}-3,4-dihydro-2H-pyran-3-ol
• Synonyms: 3,6-Di-O-(tert-butyldiphenylsilyl)-D-glucal; 3,6-Di-O-(tert-butyldiphenylsilyl)-D-galactal; 3,6-Di-O-tert-butyldiphenylsilyl-D-glucal; 3,6-二-O-(叔丁基二苯基甲硅烷基)-D-葡萄烯糖; 3,6-二-O-(叔丁基二苯基甲硅烷基)-D-半乳醛

Database IDs

• CAS Number: 344303-60-2; 308103-43-7
• MDL Number: MFCD01863628
• PubChem SID: 162229729; 24870828; 24873163
• PubChem CID: 16213141

CALCULATED PROPERTIES

• Acid pKa: 13.093117
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 10.2333
• LogD (pH = 7.4): 10.233299
• Log P: 10.2333
• Molar Refractivity: 172.2521 cm^3
• Polarizability: 72.519295 Å^3
• Polar Surface Area: 47.92 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Flash Point: >113°C(235°F); 113 °C; 140 °F; 235 °F; 60 °C
• Refractive Index: n20/D 1.559(lit.)
• Optical Rotation: [α]22/D -10°, c = 1 in chloroform; [α]25/D +6°, c = 1 in chloroform; +6 (c=1 in chloroform)

Safety Information

• UN Number: 1993
• German water hazard class: 1; 3
• Hazard Class: 3
• Packing Group: 3
• TSCA Listed: 否
• RID/ADR: UN 1993 3/PG 3

Product Information

• Purity: 95%; 97%
• Contains: ~5 wt. % ethyl acetate, added to induce mobility of syrup
• Empirical Formula (Hill Notation): C38H46O4Si2

DETAILS

Sigma Aldrich - 472808

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