Title: Taxicins
Literature References: Acyl-free polyols from which the taxines are prepared by partial esterfication: Baxter et al., J. Chem. Soc. 1962, 2964. Structure of taxicin-I and -II: Eyre et al, Proc. Chem. Soc. London 1963, 271. Structure and stereochemical studies of taxicin-I and -II: Dukes et al., Tetrahedron Lett. 1965, 4765; J. Chem. Soc. C 1967, 448; Eyre et al., ibid. 452. Structure of O-cinnamoyltaxicin-II triacetate (taxinine): Kurono et al., Tetrahedron Lett. 1963, 2153; Nakanishi, Kurono, ibid. 1963, 2161; Ueda et al., ibid. 1963, 2167; Uyeo et al., J. Pharm. Soc. Jpn. 84, 762 (1964). Stereochemistry of taxinine: Kurono et al., Tetrahedron Lett. 1965, 1917; Shiro et al., Chem. Commun. 1966, 97.
Derivative Type: Taxicin-I
CAS Registry Number: 5308-89-4
CAS Name: [3S-(3a,4aa,5a,6a,11b,12a,12ab)]-1,3,4,4a,5,6,7,11,12,12a-Decahydro-3,5,6,11,12-pentahydroxy-9,12a,13,13-tetramethyl-4-methylene-6,10-methanobenzocyclodecen-8(2H)-one
Molecular Formula: C20H30O6
Molecular Weight: 366.45
Percent Composition: C 65.55%, H 8.25%, O 26.20%
Derivative Type: O-Cinnamoyltaxicin-I
CAS Registry Number: 11034-45-0
Molecular Formula: C29H36O7
Molecular Weight: 496.59
Percent Composition: C 70.14%, H 7.31%, O 22.55%
Properties: mp 233-234°. [a]D21 +285° (chloroform). uv max (alc): 282 nm (e 28200).
Melting point: mp 233-234°
Optical Rotation: [a]D21 +285° (chloroform)
Absorption maximum: uv max (alc): 282 nm (e 28200)
Derivative Type: O-Cinnamoyltaxicin-I triacetate
CAS Registry Number: 13452-36-3
Molecular Formula: C35H42O10
Molecular Weight: 622.70
Percent Composition: C 67.51%, H 6.80%, O 25.69%
Properties: Prisms from alc. mp 237-239°. [a]D18 +218° (chloroform).
Melting point: mp 237-239°
Optical Rotation: [a]D18 +218° (chloroform)
Derivative Type: Taxicin-II
CAS Registry Number: 5308-90-7
Molecular Formula: C20H30O5
Molecular Weight: 350.45
Percent Composition: C 68.54%, H 8.63%, O 22.83%
Derivative Type: O-Cinnamoyltaxicin-II triacetate
CAS Registry Number: 3835-52-7
Additional Names: Taxinine
Molecular Formula: C35H42O9
Molecular Weight: 606.70
Percent Composition: C 69.29%, H 6.98%, O 23.73%
Properties: Prisms from alc, mp 265-267°. [a]D18 +137° (chloroform). uv max: 217, 223, 278 nm (e 20500; 16000; 28600).
Melting point: mp 265-267°
Optical Rotation: [a]D18 +137° (chloroform)
Absorption maximum: uv max: 217, 223, 278 nm (e 20500; 16000; 28600)
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