NL7310233A - Steroid intermediates for total synthesis - Google Patents

Steroid intermediates for total synthesis

Info

Publication number
NL7310233A
NL7310233A NL7310233A NL7310233A NL7310233A NL 7310233 A NL7310233 A NL 7310233A NL 7310233 A NL7310233 A NL 7310233A NL 7310233 A NL7310233 A NL 7310233A NL 7310233 A NL7310233 A NL 7310233A
Authority
NL
Netherlands
Prior art keywords
intermediates
ch2ch2
meoh
total synthesis
add
Prior art date
Application number
NL7310233A
Other versions
NL146502B (en
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from NL292817A external-priority patent/NL139310B/en
Application filed filed Critical
Publication of NL7310233A publication Critical patent/NL7310233A/en
Publication of NL146502B publication Critical patent/NL146502B/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C07J1/0051—Estrane derivatives
    • C07J1/0081—Substituted in position 17 alfa and 17 beta
    • C07J1/0088—Substituted in position 17 alfa and 17 beta the substituent in position 17 alfa being an unsaturated hydrocarbon group
    • C07J1/0096—Alkynyl derivatives

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

Steroidal intermediates comprising rings A, B and D of the general formula: (I) where R1 = alkyl (not less than 2 C atoms when Q = -CH2CH2-) Q = -CH2- or -CH2CH2- X = 1-tetralylidene triple bond or subs. Intermediates in steroid synthesis. Add II (112g.) to III (80g.) in MeOH (275 cc.) containing KOH (0.3g.). Reflux for 6 hrs., conc. to a small volume and add Et2O (400 cc.) and PhH (400 cc.). Wash the organic layer with dil. NaOH and water, evaporate to a gum, recryst. from MeOH 13-ethyl-3-methoxy-8,14-secogona-1,3,5(10),9-tetraene-14,17-dione I(R1=Et; Q = -CH2-; X=6-MeO deriv.), mp.65-7 deg.
NL737310233A 1962-05-16 1973-07-23 PROCEDURE FOR PREPARING A STEROID BY REACTING A 1-VINYL-1-HYDROXYTETRALIEN COMPOUND WITH A 1,3-DIKETO-2-ALKYLCYCLOALKANE. NL146502B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US19655762A 1962-05-16 1962-05-16
NL292817A NL139310B (en) 1962-05-16 1963-05-15 PROCEDURE FOR PREPARING A SECO STEROID.

Publications (2)

Publication Number Publication Date
NL7310233A true NL7310233A (en) 1973-09-25
NL146502B NL146502B (en) 1975-07-15

Family

ID=26641905

Family Applications (1)

Application Number Title Priority Date Filing Date
NL737310233A NL146502B (en) 1962-05-16 1973-07-23 PROCEDURE FOR PREPARING A STEROID BY REACTING A 1-VINYL-1-HYDROXYTETRALIEN COMPOUND WITH A 1,3-DIKETO-2-ALKYLCYCLOALKANE.

Country Status (1)

Country Link
NL (1) NL146502B (en)

Also Published As

Publication number Publication date
NL146502B (en) 1975-07-15

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Legal Events

Date Code Title Description
NL80 Abbreviated name of patent owner mentioned of already nullified patent

Owner name: SMITH

V4 Lapsed because of reaching the maximum lifetime of a patent