223538-02-1

Basic information

• Product Name: (5Z,7E)-(1S,3R)-1,3-bis[(t-butyldimethyl-silyl)oxy]-24-phenylsulfonyl-22,23-dinor-9,10-secochola-5,7,10⁽¹⁹⁾-triene
• Synonyms: (5Z,7E)-(1S,3R)-1,3-bis[(t-butyldimethyl-silyl)oxy]-24-phenylsulfonyl-22,23-dinor-9,10-secochola-5,7,10⁽¹⁹⁾-triene
• CAS NO: 223538-02-1
• Molecular Weight: 699.199
• Mol File: 223538-02-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (5Z,7E)-(1S,3R)-1,3-bis[(t-butyldimethyl-silyl)oxy]-24-phenylsulfonyl-22,23-dinor-9,10-secochola-5,7,10⁽¹⁹⁾-triene(CAS DataBase Reference)
• NIST Chemistry Reference: (5Z,7E)-(1S,3R)-1,3-bis[(t-butyldimethyl-silyl)oxy]-24-phenylsulfonyl-22,23-dinor-9,10-secochola-5,7,10⁽¹⁹⁾-triene(223538-02-1)
• EPA Substance Registry System: (5Z,7E)-(1S,3R)-1,3-bis[(t-butyldimethyl-silyl)oxy]-24-phenylsulfonyl-22,23-dinor-9,10-secochola-5,7,10⁽¹⁹⁾-triene(223538-02-1)

Safety Data

• Hazardous Substances Data: 223538-02-1(Hazardous Substances Data)

Upstream product

• 515-42-4 sodium phenylsulfonate 
• 114694-13-2 (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate 
• 114694-12-1 (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrien-24-ol 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 501431-56-7 (3E,5E)-(R)-7-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,4-dimethyl-octa-3,5-dien-2-ol 
• 501431-57-8 (4E,6E)-(R)-8-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-3-ethyl-5-methyl-nona-4,6-dien-3-ol 
• 501431-58-9 (5E,7E)-(R)-9-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-6-methyl-4-propyl-deca-5,7-dien-4-ol 
• 501431-59-0 (6E,8E)-(R)-10-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-5-butyl-7-methyl-undeca-6,8-dien-5-ol 
• 501431-52-3 (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol 
• 501431-53-4 (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a,26,27-trihomo-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol 
• 501431-54-5 (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-26,27-diethyl-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol 
• 501431-55-6 (5Z,7E,24E)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-24-methyl-24a-homo-26,27-di-n-propyl-9,10-secocholesta-5,7,10⁽¹⁹⁾,24-tetraen-23,25-diol 
• 501431-51-2 ethyl (5Z,7E,23aE)-(1S,3R)-1,3-bis[(t-butyldimethylsilyl)oxy]-22-phenylsulfonyl-23-hydroxy-23a-methyl-23a,23b-dihomo-9,10-secochola-5,7,10⁽¹⁹⁾,23-tetraene-24-oate 

Relevant articles and documents

Synthesis and antiproliferative activity of side-chain unsaturated and homologated analogs of 1,25-dihydroxyvitamin D(2). (24E)-(1S)-24-Dehydro-24a-homo-1,25-dihydroxyergocalciferol and congeners.

A series of analogs of 1,25-dihydroxyergocalciferol (1-4) was synthesized and screened for their antiproliferative activity in vitro. The structure of new analogs was designed based on biological activity of the previously obtained side-chain modified analogs of vitamin D(2) and D(3). The analogs were obtained by the Julia olefination of C(22)-vitamin D sulfone 11 with side-chain aldehyde 15. The analogs were tested for their antiproliferative activity against the cells of human breast cancer lines T47D and MCF7 as well as human and mouse leukemia lines, HL-60 and WEHI-3, respectively. Analog 2 (PRI-1907) showed the strongest antiproliferative activity out of the present series of analogs of 1,25-dihydroxyvitamin D(2) with the mono homologated and double unsaturated side chain. The activity of 2 was 3-150 times stronger, depending on the cell line, than that of 1,25-dihydroxycholecalciferol (calcitriol), used as standard. Copyright 2002 Elsevier Science Inc.