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Terreic acid

Terreic acid is a naturally occumng antibiotic substance Its actual structure is an enol iso mer of the structure shown Wnte the two most stable enol forms of terreic acid and choose which of those two IS more stable... [Pg.788]

It is the carbon atom flanked by two carbonyl groups that is involved in the enolization of terreic acid. [Pg.490]

Terreic acid (2-hydroxy-3-methyI-l,4-henzoquinone-5,6-epoxide)... [Pg.356]

A substantial amount of fundamental investigation has served to place this chemistry on a firm footing, sufficiently so that it can be applied to the synthesis of natural products. Its role in the synthesis of terreic acid (143) is portrayed in Scheme 25 [47]. [Pg.900]

Scheme 25. Synthesis of terreic acid via Moore cyclization... Scheme 25. Synthesis of terreic acid via Moore cyclization...
Terreic acid (2-hydroxy-3-methyl-l,4-benzoqumone-5,6-epoxide) [121-40-4] M 154.1, m 127-127.5 , [a] +74 (pH 4, phosphate buffer), -17 (CHCI3), pK 4.5. Crystallise terreic acid from C6H6, C6H6/petroleum ether or hexane. Sublime it 80-100 /lnun. [Beilstein 17IV 6698 ]... [Pg.382]

The structure of 6-methylsalicylic acid and orsellinic acid, themselves formed from acetate (Birch et al., 1955 Mosbach, 1%0 Birkinshaw and Gowlland, 1962), indicates that they may be the immediate precursors of more complex metabolites. Indeed, whole-cell studies have confirmed that 6-methylsalicylic acid may be metabolized, after decarboxylation, to terreic acid, a quinone epoxide (XXXI), in Aspergillus terreus (Read et al., 1%9) or m-hydroxybenzaldehyde (XXXII) and gentisaldehyde (XXXIII) en route to patulin (XII) in P. patulum (Forrester and Gaucher, 1972a). Moreover, orsellinic acid is readily converted to trihydroxytoluene (XIII) and further hydroxylated products in A. fumigatus (Packter, 1%6, 1968). These inter-... [Pg.558]

Scheme 7. Conversion of 6-methylsalicylic acid (I) and orsellinic acid (V) into further hy-droxylated products [terreic acid (XXXI), patulin (XII), and fumigatol (XV)]. Scheme 7. Conversion of 6-methylsalicylic acid (I) and orsellinic acid (V) into further hy-droxylated products [terreic acid (XXXI), patulin (XII), and fumigatol (XV)].
Terreic acid, a naturally occurring antibiotic substance, is an enol isomer of the structure shown. Write the two most stable enols and choose the more stable one. [Pg.850]

Terebic acid, A35 a-terpineol, T1 Terramycin, Y28 Terreic acid, Y19 Terrein, Y16 Terremutin, Y19 terf-butylglycine, A24 ferMeucinol, A24 Testosterone, T32 Tetracyclines, Y28 Tetradymol, T7 cw-tetrahydroactinidiolide, T54 Tetrahydroalantolactone, T21 Tetrahydroalstonine, K9 Tetrahydroanhydrodeoxyaucubigenin, T15... [Pg.168]

See other pages where Terreic acid is mentioned: [Pg.192]    [Pg.850]    [Pg.356]    [Pg.192]    [Pg.192]    [Pg.850]    [Pg.490]    [Pg.452]    [Pg.850]    [Pg.192]    [Pg.339]    [Pg.850]    [Pg.900]    [Pg.1739]    [Pg.1191]    [Pg.185]    [Pg.198]    [Pg.247]    [Pg.310]    [Pg.260]    [Pg.180]    [Pg.185]   
See also in sourсe #XX -- [ Pg.402 ]

See also in sourсe #XX -- [ Pg.923 ]

See also in sourсe #XX -- [ Pg.19 ]

See also in sourсe #XX -- [ Pg.850 ]



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