[(2R,3R,4S,5R,6R)-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]-6-isothiocyanatooxan-2-yl]methyl 2,2-dimethylpropanoate

• ChemBase ID: 156339
• Molecular Formular: C27H43NO9S
• Molecular Mass: 557.69662
• Monoisotopic Mass: 557.26585296
• SMILES: CC(C)(C)C(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)N=C=S)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C
• Canonical SMILES: S=C=N[C@@H]1O[C@H](COC(=O)C(C)(C)C)[C@H]([C@@H]([C@H]1OC(=O)C(C)(C)C)OC(=O)C(C)(C)C)OC(=O)C(C)(C)C
• InChI: InChI=1S/C27H43NO9S/c1-24(2,3)20(29)33-13-15-16(35-21(30)25(4,5)6)17(36-22(31)26(7,8)9)18(19(34-15)28-14-38)37-23(32)27(10,11)12/h15-19H,13H2,1-12H3/t15-,16-,17+,18-,19-/m1/s1
• InChIKey: QCEYERYMOHEQHK-UJWQCDCRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S,5R,6R)-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]-6-isothiocyanatooxan-2-yl]methyl 2,2-dimethylpropanoate
• IUPAC Traditional name: [(2R,3R,4S,5R,6R)-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]-6-isothiocyanatooxan-2-yl]methyl 2,2-dimethylpropanoate
• Synonyms: PGITC; 2,3,4,6-Tetra-O-pivaloyl-β-D-glucopyranosyl isothiocyanate; 2,3,4,6-四-邻-叔戊酰-β-D-吡喃葡萄糖基异硫氰酸酯

Database IDs

• CAS Number: 958300-06-6
• MDL Number: MFCD06798184
• PubChem SID: 24868440; 162250477
• PubChem CID: 16212932

CALCULATED PROPERTIES

• Acid pKa: 15.049731
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 7.6183352
• LogD (pH = 7.4): 7.6183352
• Log P: 7.6183352
• Molar Refractivity: 140.4068 cm^3
• Polarizability: 57.44468 Å^3
• Polar Surface Area: 126.79 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥95.0% (HPLC)
• Grade: for chiral derivatization
• Optical Purity: enantiomeric ratio: ≥99.5:0.5
• Empirical Formula (Hill Notation): C27H43NO9S