(1S,3R,5E,7E,22E)-1,3-Bis{[dimethyl(2-methyl-2-propanyl)silyl]oxy}-9,10-secoergosta-5,7,10,22-tetraene | CAS No. 111594-58-2

(1S,3R,5E,7E,22E)-1,3-Bis{[dimethyl(2-methyl-2-propanyl)silyl]oxy}-9,10-secoergosta-5,7,10,22-tetraene

Basic Information

CAS Number

111594-58-2

Molecular Formula

C40H72O2Si2

Molecular Weight

641.19 g/mol

AD

Basic Physical Properties

CC(C)C(C)C=CC(C)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C

InChI

InChI=1S/C40H72O2Si2/c1-28(2)29(3)19-20-30(4)35-23-24-36-32(18-17-25-40(35,36)12)21-22-33-26-34(41-43(13,14)38(6,7)8)27-37(31(33)5)42-44(15,16)39(9,10)11/h19-22,28-30,34-37H,5,17-18,23-27H2,1-4,6-16H3/b20-19+,32-21+,33-22+/t29-,30+,34+,35+,36-,37-,40+/m0/s1

InChIKey

UHCDRCBBCZLXBO-BTKCQVIHSA-N

LogP

12.67079999999998

Topological Polar Surface Area

18.46 Ų

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

1100

Synonyms & References

English

  • 111594-58-2
  • CS-14157
  • (3S)-1,3-Bis-O-(tert-Butyldimethylsilyl)-3-hydroxy-5,6-trans-vitamin D2
  • ((1R,3S,E)-5-((E)-2-((1R,3aS,7aR)-1-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-7a-methyldihydro-1H-inden-4(2H,5H,6H,7H,7aH)-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diyl)bis(oxy)bis(tert-butyldimeth ylsilane)
  • AC-26350
  • ((1R,3S,E)-5-((E)-2-((1R,3aS,7aR)-1-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-7a-methyldihydro-1H-inden-4(2H,5H,6H,7H,7aH)-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diyl)bis(oxy)bis(tert-butyldimethylsilane)
  • Silane,[[(1a,3b,5E,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraene-1,3-diyl]bis(oxy)]bis[(1,1-dimethylethyl)dimethyl-
  • [[(1a,3b,5E,7E,22E)-9,10-Secoergosta-5,7,10(19),22-tetraene-1,3-diyl]bis(oxy)]bis[(1,1-dimethylethyl)dimethylsilane]
  • [(1S,3E,5R)-3-[(2E)-2-[(1R,3As,7aR)-1-[(E,2R,5R)-5,6-dimethylhept-3-en-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-5-[tert-butyl(dimethyl)silyl]oxy-2-methylidenecyclohexyl]oxy-tert-butyl-dimethylsilane
  • CS-M0046
  • AKOS025401843
  • Silane, [[(1a,3b,5E,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraene-1,3-diyl]bis(oxy)]bis[(1,1-dimethylethyl)dimethyl- (9CI)
  • ((1R,3S,E)-5-((E)-2-((1R,3aS,7aR)-1-((2R,5R,E)-5,6-dimethylhept-3-en-2-yl)-7a-methyldihydro-1H-inden-4(2H,5H,6H,7H,7aH)-ylidene)ethylidene)-4-methylenecyclohexane-1,3-diy...
  • 4-{2-[3,5-BIS-(TERT-BUTYL-DIMETHYL-SILANYLOXY)-2-METHYLENE-CYCLOHEXYLIDENE]-ETHYLIDENE}-7A-METHYL-1-(1,4,5-TRIMETHYL-HE...
  • Silane, [[(1α,3β,5E,7E,22E)-9,10-secoergosta-5,7,10(19),22-tetraene-1,3-diyl]bis(oxy)]bis[(1,1-dimethylethyl)dimethyl-
  • ((1R,3S,E)-5-((E)-2-((1R,3aS,7aR)-1-((2R,5R,E)-5,6-diMethylhept-3-en-2-yl)-7a-Methyldihydro-1H-inden-4(2H,5H,6H,7H,7aH)-ylidene)ethylidene)-4-Methylenecyc
  • 1(S),3(R)-bis(tert-butyldimethylsilyloxy)-9,10-secoergosta-5(E),7(E),10(19),22(E)-tetraene

MDL Number

MFCD11977660

FAQ

What are the physical and chemical properties of (1S,3R,5E,7E,22E)-1,3-Bis{[dimethyl(2-methyl-2-propanyl)silyl]oxy}-9,10-secoergosta-5,7,10,22-tetraene (CAS: 111594-58-2)?

The compound exhibits a crystalline form with a molecular weight of approximately 722.4 g/mol. Its solubility in common organic solvents is moderate. Chemically, it shows moderate reactivity towards hydrogenation and can undergo typical silylation reactions. It is not highly reactive but requires careful handling due to its silyl functional groups.

How is (1S,3R,5E,7E,22E)-1,3-Bis{[dimethyl(2-methyl-2-propanyl)silyl]oxy}-9,10-secoergosta-5,7,10,22-tetraene (CAS: 111594-58-2) typically synthesized?

This compound is usually synthesized via a silylation reaction of ergosta-5,7,10,22-tetraen-9-one with dimethyl(2-methyl-2-propanyl)silane under basic conditions. Common catalysts include sodium hydride, and the reaction typically yields a 90% isolated yield. The product is purified by column chromatography.

What industries use (1S,3R,5E,7E,22E)-1,3-Bis{[dimethyl(2-methyl-2-propanyl)silyl]oxy}-9,10-secoergosta-5,7,10,22-tetraene (CAS: 111594-58-2)?

This compound is primarily used in pharmaceuticals for its potential as a precursor in the synthesis of biologically active molecules. It may also find applications in the production of speciality chemicals and as a research reagent in organic chemistry labs.

What precautions should be taken when handling (1S,3R,5E,7E,22E)-1,3-Bis{[dimethyl(2-methyl-2-propanyl)silyl]oxy}-9,10-secoergosta-5,7,10,22-tetraene (CAS: 111594-58-2)?

Handling this compound requires the use of personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. It should be stored in a cool, dry place away from direct sunlight. Spills should be cleaned up with caution, using appropriate spill kits, and the area should be ventilated. Always refer to the Safety Data Sheet (SDS) for detailed guidelines on handling and disposal.

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