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

• ChemBase ID: 137327
• Molecular Formular: C20H40O5Si2
• Molecular Mass: 416.6996
• Monoisotopic Mass: 416.24142744
• SMILES: CC(=O)O[C@@H]1[C@@H](C=CO[C@@H]1CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C
• Canonical SMILES: CC(=O)O[C@H]1[C@H](OC=C[C@H]1O[Si](C(C)(C)C)(C)C)CO[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C20H40O5Si2/c1-15(21)24-18-16(25-27(10,11)20(5,6)7)12-13-22-17(18)14-23-26(8,9)19(2,3)4/h12-13,16-18H,14H2,1-11H3/t16-,17-,18-/m1/s1
• InChIKey: YJGRGQBNRGUEAY-KZNAEPCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4R)-4-[(tert-butyldimethylsilyl)oxy]-2-{[(tert-butyldimethylsilyl)oxy]methyl}-3,4-dihydro-2H-pyran-3-yl acetate
• IUPAC Traditional name: (2R,3S,4R)-4-[(tert-butyldimethylsilyl)oxy]-2-{[(tert-butyldimethylsilyl)oxy]methyl}-3,4-dihydro-2H-pyran-3-yl acetate
• Synonyms: 4-O-Acetyl-3,6-di-O-(tert-butyldimethylsilyl)-D-galactal; 4-O-乙酰基-3,6-二-O-(叔丁基二甲基甲硅烷基)-D-半乳醛

Database IDs

• CAS Number: 163381-38-2
• PubChem SID: 24873175; 162231590
• PubChem CID: 10432079

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.358
• LogD (pH = 7.4): 4.358
• Log P: 4.358
• Molar Refractivity: 102.6268 cm^3
• Polarizability: 45.31789 Å^3
• Polar Surface Area: 53.99 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 56-59 °C(lit.)
• Optical Rotation: [α]22/D -41°, 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: 97%
• Empirical Formula (Hill Notation): C20H40O5Si2