Description

Cholest-5-en-3-ol (3beta)-, 3-(carbonochloridate), commonly referred to as Cholesteryl Chloroformate, is a high-purity chemical reagent widely used in organic synthesis, pharmaceutical research, and material science. With the molecular formula C₂₈H₄₅ClO₂ and CAS number 7144-08-3, this compound serves as a versatile intermediate for modifying cholesterol derivatives and other steroidal structures. Its reactive chloroformate group enables efficient coupling reactions, making it ideal for peptide synthesis, lipid conjugation, and polymer functionalization. Packaged under inert conditions to ensure stability, our product meets rigorous quality standards (≥95% purity) and is suitable for sensitive applications in drug discovery and biochemical assays. Store in a cool, dry place away from moisture and incompatible reagents.

Properties

• CAS Number: 7144-08-3
• Complexity: 699
• IUPAC Name: [(3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] carbonochloridate
• 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
• InChI Key: QNEPTKZEXBPDLF-JDTILAPWSA-N
• Exact Mass: 448.3108084
• Molecular Formula: C28H45ClO2
• Molecular Weight: 449.1
• SMILES: C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)Cl)C)C
• Topological: 26.3
• Monoisotopic Mass: 448.3108084
• Synonyms: Cholesteryl chloroformate, 7144-08-3, Cholesterol chloroformate, Cholesterol, chloroformate, Cholesteryloxycarbonyl chloride, EINECS 230-447-9, NSC 59689, Cholest-5-en-3-ol (3beta)-, carbonochloridate, Cholest-5-en-3-ol (3beta)-, 3-(carbonochloridate), Cholesterol, chloroformate (8CI), Cholest-5-en-3-ol (3.beta.)-, 3-(carbonochloridate), Cholest-5-en-3-ol (3.beta.)-, carbonochloridate, Chloroformic Acid Cholesterol Ester, MFCD00003633, cholesterol chlorocarbonate, 3-Cholesteryl chloroformate, SCHEMBL26003, Cholesteryl chloroformate, 95%, CHLOLESTEROL CHLOROFORMATE, DTXSID60880724, NSC59689, NSC-59689, AKOS024386379, Cholest-5-en-3-yl chloridocarbonate #, Cholest-5-ene-3-beta-yl chloroformate, FC14186, BP-28987, Cholest-5-en-3-ol (3b)-, 3-chloroformate, NS00044223, ST51037561, D95348, EN300-331661, (1R,3aS,3bS,7S,9aR,9bS,11aR)-9a,11a-dimethyl-1-[(2R)-6-methylheptan-2-yl]-1H,2H,3H,3aH,3bH,4H,6H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-7-yl carbonochloridate, 14-((1R)-1,5-dimethylhexyl)(1S,5S,10S,11S,2R,14R,15R)-2,15-dimethyltetracyclo[ 8.7.0.0.0]heptadec-7-en-5-yl chloroformate

Cholesteryl chloroformate is primarily employed in the derivatization of cholesterol for drug delivery systems, liposome formulations, and biomaterial coatings. It facilitates the synthesis of cholesterol-based prodrugs and steroidal conjugates for targeted therapeutic applications. Researchers also utilize it as a crosslinking agent in polymer chemistry and as a protective group in multistep organic syntheses.

Safety and Hazards

GHS Hazard Statements

• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

• P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501

Hazard Classes and Categories

• Skin Corr. 1C (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.