CONVENIENT LARGE-SCALE PREPARATION OF CATECHOL ESTROGENS

被引：90

作者：

STUBENRAUCH, G ^{[1
]}

KNUPPEN, R ^{[1
]}

机构：

[1] MED HSCH LUBECK, BIOCHEM ENDOKRINOL ABT, D-2400 LUBECK, GERMANY

来源：

STEROIDS | 1976年 / 28卷 / 05期

关键词：

D O I：

10.1016/0039-128X(76)90010-6

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

2-Hydroxyestrone, 2-hydroxyestradiol-17.beta., 2-hydroxy-17.alpha.-ethynylestradiol, 2-hydroxyestriol, 4-hydroxyestrone, 4-hydroxyestradiol-17.beta., 4-hydroxy-17.alpha.-ethynylestradiol and 4-hydroxyestriol are prepared on a preparative scale from the corresponding aminophenols using a new inverse oxidation procedure. By the synthesis described both the 2- and 4-hydroxylated estrogens are available in high yields.

引用

页码：733 / 741

页数：9

共 31 条

[1] ESTIMATION OF PHENOLIC HYDROXYL GROUPS IN LIGNIN .1. PERIODATE OXIDATION OF GUAIACOL COMPOUNDS [J].

ADLER, E ;

HERNESTAM, S .

ACTA CHEMICA SCANDINAVICA, 1955, 9 (02) :319-334

[2] METABOLISM OF ESTRADIOL-17BETA AND 2-HYDROXYOESTRADIOL-17BETA IN RAT-LIVER SLICES [J].

BALL, P ;

HOPPEN, HO ;

KNUPPEN, R .

HOPPE-SEYLERS ZEITSCHRIFT FUR PHYSIOLOGISCHE CHEMIE, 1974, 355 (11) :1451-1462

[3] EXCRETION OF 2-HYDROXYESTRONE DURING MENSTRUAL-CYCLE [J].

BALL, P ;

GELBKE, HP ;

KNUPPEN, R .

JOURNAL OF CLINICAL ENDOCRINOLOGY & METABOLISM, 1975, 40 (03) :406-408

[4] HETEROCYCLIC COMPOUNDS OF NITROGEN .2. THE SYNTHESIS OF SOME 3'-INDOLYLBENZOQUINONES [J].

BRUCE, JM .

JOURNAL OF THE CHEMICAL SOCIETY, 1959, (JUL-A) :2366-2375

[5] HYDROGEN SULFATES OF NATURAL ESTROGENS [J].

FEX, H ;

LINDVALL, KE ;

OLSSON, A .

ACTA CHEMICA SCANDINAVICA, 1968, 22 (01) :254-+

[6] CATECHOL DERIVATIVES OF ESTROGENS [J].

FISHMAN, J ;

TOMASZ, M ;

LEHMAN, R .

JOURNAL OF ORGANIC CHEMISTRY, 1960, 25 (04) :585-588

[7] 2-HYDROXYESTRONE - A NEW METABOLITE OF ESTRADIOL IN MAN [J].

FISHMAN, J ;

COX, RI ;

GALLAGHER, TF .

ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1960, 90 (02) :318-319

[8] THE SYNTHESIS OF RING SYSTEMS RELATED TO MORPHINE .3. 5,6-DIMETHOXY-4-CYANOMETHYL-1,2-NAPHTHOQUINONE AND ITS CONDENSATION WITH DIENES [J].

GATES, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (01) :228-234

[9] SYNTHESIS OF 2-HYDROXY-ETHYNYLESTRADIOL AND 4-HYDROXY-ETHYNYLESTRADIOL [J].

GELBKE, HP ;

BALL, P ;

HAUPT, O ;

KNUPPEN, R .

STEROIDS, 1973, 22 (01) :151-152

[10]

GELBKE HP, 1972, J CHROMATOGR, V71, P465

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