(-)-Zeylenol

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Names

[ CAS No. ]:
78804-17-8

[ Name ]:
(-)-Zeylenol

[Synonym ]:
[(1R,2S,5R,6S)-5-benzoyloxy-1,2,6-trihydroxycyclohex-3-en-1-yl]methyl benzoate
5-Cyclohexene-1,2,3,4-tetrol, 2-[(benzoyloxy)methyl]-, 4-benzoate, (1S,2R,3S,4R)-
(1R,4S,5R,6S)-5-[(Benzoyloxy)methyl]-4,5,6-trihydroxy-2-cyclohexen-1-yl benzoate
Zeylenol

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
545.0±50.0 °C at 760 mmHg

[ Melting Point ]:
131-132ºC

[ Molecular Formula ]:
C21H20O7

[ Molecular Weight ]:
384.379

[ Flash Point ]:
190.5±23.6 °C

[ Exact Mass ]:
384.120911

[ PSA ]:
113.29000

[ LogP ]:
4.05

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.650

Synthetic Route

Precursor & DownStream

Precursor

  • ((1R,2S,5R,6S)-5-(benzoyloxy)-1,2,6-tris((trimethylsilyl)oxy)cyclohex-3-en-1-yl)methyl benzoate
  • Benzoyl chloride
  • (1R,2aS,2a1S,5R,5aS,6R,7aS,8R)-8-bromo-3-(hydroxymethyl)-1,2a,2a1,5,5a,6,7,7a-octahydro-1,6-methanoindeno[7,1-bc]furan-5-ol
  • ((1R,2aS,2a1S,5R,5aS,6R,7aS,8R)-8-bromo-5-((tert-butyldimethylsilyl)oxy)-1,2a,2a1,5,5a,6,7,7a-octahydro-1,6-methanoindeno[7,1-bc]furan-3-yl)methanol
  • methyl (1S,4R,4aS,6S,8S,8aR)-8-((tert-butyldimethylsilyl)oxy)-6-hydroxy-5-oxo-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene-6-carboxylate
  • methyl (1R,2aS,2a1S,5R,5aS,6R,7aS,8R)-8-bromo-5-((tert-butyldimethylsilyl)oxy)-1,2a,2a1,5,5a,6,7,7a-octahydro-1,6-methanoindeno[7,1-bc]furan-3-carboxylate
  • (1S,4R,4aS,5S,6S,8S,8aR)-methyl 8-((tert-butyldimethylsilyl)oxy)-5,6-dihydroxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene-6-carboxylate
  • methyl (1R,2aS,2a1S,3S,5S,5aS,6R,7aS,8R)-8-bromo-5-((tert-butyldimethylsilyl)oxy)-3-hydroxydecahydro-1,6-methanoindeno[7,1-bc]furan-3-carboxylate
  • ((1R,2aS,2a1S,5R,5aS,6R,7aS,8R)-5-(benzoyloxy)-8-bromo-1,2a,2a1,5,5a,6,7,7a-octahydro-1,6-methanoindeno[7,1-bc]furan-3-yl)methyl benzoate

DownStream