Title: Caldariomycin
CAS Registry Number: 465-61-2
CAS Name: (1S-trans)-2,2-Dichloro-1,3-cyclopentanediol
Additional Names: 1,3-dihydroxy-2,2-dichlorocyclopentane
Molecular Formula: C5H8Cl2O2
Molecular Weight: 171.02
Percent Composition: C 35.11%, H 4.71%, Cl 41.46%, O 18.71%
Literature References: Mold metabolite from Caldariomyces fumago Woronichin. Isoln and structure: Clutterbuck et al., Biochem. J. 34, 664 (1940). Biosynthesis: Shaw et al., J. Biol. Chem. 234, 2560 (1959); Beckwith, ibid. 238, 3086 (1963); Beckwith, Hager, ibid. 3091. Synthesis: eidem, J. Org. Chem. 26, 5206 (1961); Burgstahler et al., ibid. 31, 3516 (1966). Abs configuration: Johnson et al., J. Am. Chem. Soc. 90, 136 (1968).
Properties: Fine, colorless needles, mp 121°. Decomposes at temps >180°; very stable to heat at mod. temps. [a]205461 +59.2° (c = 0.338 in H2O). Readily sol in cold water, ethanol, ether and most other org solvents. Slightly sol in chloroform.
Melting point: mp 121°
Optical Rotation: [a]205461 +59.2° (c = 0.338 in H2O)
Status: This monograph has been retired and is no longer subject to revision or update. |