13-07507. Pilocereine [Archived]
Nomenclature
CAS number: 2552-47-8
C45H65N3O6; mol wt 744.01.
C 72.64%, H 8.81%, N 5.65%, O 12.90%.
Description and references
From Pilocereus sargentianus Orcutt, Lophocereus schottii Britt. and Rose, Cactaceae. Isoln: Heyl, Arch. Pharm. 239, 451 (1901); Djerassi et al., J. Am. Chem. Soc. 75, 3632 (1953). Structure: eidem, ibid. 84, 3210 (1962). Biosynthesis: Schütte, Seelig, Ann. 730, 186 (1969); O'Donovan et al., J. Chem. Soc. C 1971, 2398.
Properties
Needles from ethanol, mp 176.5-177°. uv max (abs ethanol): 284 nm (log ε 3.72). Sol in alcohol, benzene, chloroform, ether, petr ether. Practically insol in water.Derivative
Methyl ether.C46H67N3O2; mol wt 694.04.
C 79.61%, H 9.73%, N 6.05%, O 4.61%.
Properties
Crystals from hexane, mp 103- 105°, solidifies and remelts at 153-155°. uv max: 282, 320 nm (log ε 3.68, 2.05).Derivative
Ethyl ether.C47H69N3O6; mol wt 772.07.
C 73.12%, H 9.01%, N 5.44%, O 12.43%.
Properties
Crystals from hexane, mp 90-95°, solidifies and remelts at 152-153°.Derivative
Acetate.C47H67N3O7; mol wt 786.05.
C 71.82%, H 8.59%, N 5.35%, O 14.25%.
Properties
Crystals from ether + acetone, mp 186-186.5°. uv max (abs ethanol): 284 nm (log ε 3.84).Status
This monograph has been retired and is no longer subject to revision or update.