(2R,5S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl chloroformate

• ChemBase ID: 301968
• Molecular Formular: C28H45ClO2
• Molecular Mass: 449.1087
• Monoisotopic Mass: 448.31080836
• SMILES: C[C@H](CCCC(C)C)[C@H]1CCC2[C@@]1(CCC1C2CC=C2[C@@]1(CC[C@@H](C2)OC(=O)Cl)C)C
• Canonical SMILES: CC(CCC[C@H]([C@H]1CCC2[C@]1(C)CCC1C2CC=C2[C@]1(C)CC[C@@H](C2)OC(=O)Cl)C)C
• InChI: InChI=1S/C28H45ClO2/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-26(29)30)13-15-27(20,4)25(22)14-16-28(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3/t19-,21+,22?,23-,24?,25?,27+,28-/m1/s1
• InChIKey: QNEPTKZEXBPDLF-BIFLFOBKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl chloroformate
• IUPAC Traditional name: (2R,5S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl chloroformate
• Synonyms: Chloroformic acid cholesteryl ester; Cholesteryl chloroformate; 胆固醇氯甲酸酯

Database IDs

• CAS Number: 7144-08-3
• EC Number: 230-447-9
• MDL Number: MFCD00003633
• Beilstein Number: 3223154

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 8.560741
• LogD (pH = 7.4): 8.560741
• Log P: 8.560741
• Molar Refractivity: 130.481 cm^3
• Polarizability: 51.776188 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 116-120°C
• Optical Rotation: -29 (c=5 in chloroform)

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Corrosive (C)
• UN Number: UN3261
• Hazard Class: 8
• Packing Group: II
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Hazard statements: H314-H318
• GHS Precautionary statements: P280-P305+P351+P338-P309-P310

REFERENCES

• Has been used as a means of introducing a bulky, organic-soluble group for the isolation of small quantities of primary and secondary amines from aqueous solution: Can. J. Chem., 31, 688 (1953).