(3AR,4S,5R,6AS)-4-(((TERT-BUTYLDIMETHYLSILYL)OXY)METHYL)-5-((TETRAHYDRO-2H-PYRAN-2-YL)OXY)HEXAHYDRO-2H-CYCLOPENTA[B]FURAN-2-ONE

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Names

[ CAS No. ]:
65025-95-8

[ Name ]:
(3AR,4S,5R,6AS)-4-(((TERT-BUTYLDIMETHYLSILYL)OXY)METHYL)-5-((TETRAHYDRO-2H-PYRAN-2-YL)OXY)HEXAHYDRO-2H-CYCLOPENTA[B]FURAN-2-ONE

[Synonym ]:
(3aR,4S,5R,6aS)-(-)-(tert-Butyldimethylsilyloxymethyl)hexahydro-5-(tetrahydro-2H-pyran-2-yloxy)-2H-cyclopenta[b]furan-2-one
2H-Cyclopenta[b]furan-2-one, 4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]hexahydro-5-[(tetrahydro-2H-pyran-2-yl)oxy]-, (3aR,4S,5R,6aS)-
(3aR,4S,5R,6aS)-4-({[Dimethyl(2-methyl-2-propanyl)silyl]oxy}methyl)-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-one
Corey lactone
(3aR,4S,5R,6aS)-4-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-5-(tetrahydro-2H-pyran-2-yloxy)hexahydro-2H-cyclopenta[b]furan-2-one

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
451.8±45.0 °C at 760 mmHg

[ Melting Point ]:
40-53ºC(lit.)

[ Molecular Formula ]:
C19H34O5Si

[ Molecular Weight ]:
370.556

[ Flash Point ]:
188.6±24.3 °C

[ Exact Mass ]:
370.217560

[ PSA ]:
53.99000

[ LogP ]:
2.21

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.489

Synthetic Route

Precursor & DownStream

Precursor

  • 3,4-Dihydro-2H-pyran
  • (3aR,4S,5R,6aS)-4-((tert-butyldimethylsilyloxy)methyl)-5-hydroxyhexahydro-2H-cyclopenta[b]furan-2-one
  • (3aR,4S,5R,6aS)-Hexahydro-4-(hydroxymethyl)-5-[(tetrahydro-2H-pyran-2-yl)oxy]-2H-cyclopenta[b]furan-2-one
  • tert-Butyldimethylsilyl chloride
  • Imidazole
  • 3α,5α-dihydroxy-2β-(benzyloxymethyl)cyclopentane-1α-acetic acid γ-lactone 3-tetrahydropyran-2-yl ether
  • 6-Benzyloxymethyl-7-hydroxy-8-iodo-2-oxabicyclo[3.3.0]octan-3-one
  • (-)-Corey lactone diol
  • (-)-Corey lactone 4-phenylbenzoate alcohol

DownStream

  • (-)-Corey lactone diol
  • (1S,5R,6S,7R)-7-(tetrahydropyran-2-yl)oxy-6-(tetrahydropyran-2-yl)oxymethyl-2-oxabicyclo[3.3.0]octan-3-one
  • (3aR,4S,5R,6aS)-Hexahydro-4-(hydroxymethyl)-5-[(tetrahydro-2H-pyran-2-yl)oxy]-2H-cyclopenta[b]furan-2-one
  • 3-oxahomoisocarbacyclin