239100-37-9

Basic information

• Product Name: (5Z,7E)-(1R,2R,3R,24R)-1,3,24-tris(tert-butyldimethylsilyloxy)-2-(3-tertbutyldimethylsilyloxypropoxy)-9,10-secocholesta-5,7,10⁽¹⁹⁾-triene
• Synonyms: (5Z,7E)-(1R,2R,3R,24R)-1,3,24-tris(tert-butyldimethylsilyloxy)-2-(3-tertbutyldimethylsilyloxypropoxy)-9,10-secocholesta-5,7,10⁽¹⁹⁾-triene
• CAS NO: 239100-37-9
• Molecular Weight: 1078.04
• Mol File: 239100-37-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (5Z,7E)-(1R,2R,3R,24R)-1,3,24-tris(tert-butyldimethylsilyloxy)-2-(3-tertbutyldimethylsilyloxypropoxy)-9,10-secocholesta-5,7,10⁽¹⁹⁾-triene(CAS DataBase Reference)
• NIST Chemistry Reference: (5Z,7E)-(1R,2R,3R,24R)-1,3,24-tris(tert-butyldimethylsilyloxy)-2-(3-tertbutyldimethylsilyloxypropoxy)-9,10-secocholesta-5,7,10⁽¹⁹⁾-triene(239100-37-9)
• EPA Substance Registry System: (5Z,7E)-(1R,2R,3R,24R)-1,3,24-tris(tert-butyldimethylsilyloxy)-2-(3-tertbutyldimethylsilyloxypropoxy)-9,10-secocholesta-5,7,10⁽¹⁹⁾-triene(239100-37-9)

Safety Data

• Hazardous Substances Data: 239100-37-9(Hazardous Substances Data)

Upstream product

• 239100-27-7 (1R,3aR,4S,7aR)-4-acetoxy-1-[(1R,4R)-4,5-di(tert-butyldimethylsilyloxy)-1,5-dimethylhexyl]-7a-methyloctahydro-1H-indene 
• 239100-31-3 (1R,3aR,4S,7aR)-1-[(1R,4R)-4,5-di(tert-butyldimethylsilyloxy)-1,5-dimethylhexyl]-7a-methyloctahydro-1H-inden-4-ol 
• 239100-23-3 (1R,3aR,4S,7aR,1S)-7a-methyl-1-[(1S,2RS,4R)-4,5-dihydroxy-1,5-dimethyl-2-(phenylsulphonyl)hexyl]octahydro-1H-inden-4-ol 
• 239100-25-5 (1R,3aR,4S,7aR)-4-acetoxy-7a-methyl-1-[(R)-1-methyl-3-[(R)-2,2,4,4-tetramethyl-1,3-dioxolan-5-yl]propyl]-octahydro-1H-indene 
• 239100-26-6 (1R,3aR,4S,7aR)-4-acetoxy-1-[(1R,4R)-4,5-dihydroxy-1,5-dimethylhexyl]-7a-methyloctahydro-1H-indene 
• 239100-22-2 (1R,3aR,4S,7aR,1S)-4-acetoxy-7a-methyl-1-[(S)-1-methyl-2-(phenylsulphonyl)ethyl]octahydro-1H-indene 
• 239100-24-4 (8β,24R)-de-A,B-cholesta-8,24,25-triol cyclic 24,25-(1-methylethylidene acetal) 
• 226569-00-2 (1R,3aR,4S,7aR)-1-[(1R,4R)-4,5-dihydroxy-1,5-dimethylhexyl]-7a-methyl-octahydro-1H-inden-4-ol 
• 239100-32-4 (1R,3aR,4S,7aR)-1-[(1R,4R)-4,5-di(tert-butyldimethylsilyloxy)-1,5-dimethylhexyl]-7a-methyloctahydro-1H-inden-4-one 
• 239100-21-1 (1R,3aR,4S,7aR)-7a-methyl-1-[(1S)-1-methyl-1-(phenylsulfonyl)ethyl]octahydro-1H-inden-4-ol 
• 200636-22-2 (2R,3S)-1,4-dibenzyloxy-3-(3-pivaloyloxypropoxy)butan-2-ol 
• 337970-23-7 (2R,3S,4RS)-1,2-O-isopropylidene-4-pivaloyloxy-3-(3-pivaloyloxypropoxy)-5-hexene-1,2-diol 
• 200636-15-3 (2R,3S)-1,4-dibenzyloxy-3-(3-hydroxypropoxy)butan-2-ol 
• 337970-22-6 (2R,3S)-1,2-O-isopropylidene-3-(3-pivaloyloxypropoxy)butan-1,2,4-triol 

Relevant articles and documents

Synthesis and biological characterization of 1α,24,25-trihydroxy-2β-(3-hydroxypropoxy)vitamin D3 (24-hydroxylated ED-71)

24-Hydroxylated derivatives were synthesized in 24(R) and 24(S) forms by the convergent method as analogs related to 1α,25-dihydroxy-2β-(3-hydroxypropoxy)vitamin D3. In the convergent synthesis, the A-ring fragment, synthesized from diethyl D-tartarate, and the C/D-ring fragments in 24(R) and 24(S) forms (vitamin D numbering), obtained from vitamin D2 via the Inhoffen-Lythgoe diol, were coupled in moderate yields to give 1α,24(R),25-trihydroxy-2β-(3-hydroxypropoxy)vitamin D3 and 1α,24(S),25-trihydroxy-2β-(3-hydroxypropoxy)vitamin D3. In preliminary biological evaluations, 24-hydroxylation of 1α,25-dihydroxy-2β-(3-hydroxypropoxy)vitamin D3 caused weakened affinity to vitamin D binding protein in vitro and less calcemic activity in vivo compared to the parent compound. While the affinity to vitamin D receptor in 24(R) epimer was sustained, the affinity in 24(S) epimer was less than that of the parent compound. Copyright