1361587-84-9

Basic information

• Product Name: (20S)-[5-(2-hydroxy-2-methylpropan-1-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3
• CAS NO: 1361587-84-9
• Molecular Weight: 454.65
• Mol File: 1361587-84-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (20S)-[5-(2-hydroxy-2-methylpropan-1-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3(CAS DataBase Reference)
• NIST Chemistry Reference: (20S)-[5-(2-hydroxy-2-methylpropan-1-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3(1361587-84-9)
• EPA Substance Registry System: (20S)-[5-(2-hydroxy-2-methylpropan-1-yl)furan-2-yl]-22,23,24,25,26,27-hexanor-1α-hydroxyvitamin D3(1361587-84-9)

Safety Data

• Hazardous Substances Data: 1361587-84-9(Hazardous Substances Data)

Upstream product

• 189102-76-9 de-A,B-8β,22-di-[(tert-butyldimethyl)silyloxy]-23,24-dinorcholane 
• 100928-03-8 (S)-2-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahydro-1H-inden-1-yl)propan-1-ol 
• 104651-47-0 (S)-2-[(1R,3aR,4S,7aR)-octahydro-4-[(1,1-dimethylethyl)dimethylsilyloxy]-7a-methyl-1H-inden-1-yl]propanal 
• 64190-52-9 (8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol 
• 1361588-01-3 C₂₇H₄₃BO₄ 
• 1361588-00-2 C₂₁H₃₁BrO₂ 
• 1361587-99-6 C₂₀H₃₀O₃ 
• 1361587-98-5 C₂₀H₃₂O₃ 
• 1361587-97-4 C₃₂H₆₀O₃Si₂ 
• 1361587-96-3 C₃₂H₆₂O₃Si₂ 
• 1361587-95-2 C₂₀H₃₈O₂Si 

Relevant articles and documents

Design, synthesis, evaluation, and structure of vitamin D analogues with furan side chains

Based on the crystal structures of human vitamin D receptor (hVDR) bound to 1α,25-dihydroxy-vitamin D3 (1,25 D) and superagonist ligands, we previously designed new superagonist ligands with a tetrahydrofuran ring at the side chain that optimize the aliphatic side-chain conformation through an entropy benefit. Following a similar strategy, four novel vitamin D analogues with aromatic furan side chains (3 a, 3 b, 4 a, 4 b) have now been developed. The triene system has been constructed by an efficient stereoselective intramolecular cyclization of an enol triflate (A-ring precursor) followed by a Suzuki-Miyaura coupling of the resulting intermediate with an alkenyl boronic ester (CD-side chain, upper fragment). The furan side chains have been constructed by gold chemistry. These analogues exhibit significant pro-differentiation effects and transactivation potency. The crystal structure of 3 a in a complex with the ligand-binding domain of hVDR revealed that the side-chain furanic ring adopts two conformations. Copyright