GB1414539A

GB1414539A – 9,10-secosteroids and their use in the synthesis of a-ring aromatic steroids
– Google Patents

GB1414539A – 9,10-secosteroids and their use in the synthesis of a-ring aromatic steroids
– Google Patents
9,10-secosteroids and their use in the synthesis of a-ring aromatic steroids

Info

Publication number
GB1414539A

GB1414539A
GB4613273A
GB4613273A
GB1414539A
GB 1414539 A
GB1414539 A
GB 1414539A
GB 4613273 A
GB4613273 A
GB 4613273A
GB 4613273 A
GB4613273 A
GB 4613273A
GB 1414539 A
GB1414539 A
GB 1414539A
Authority
GB
United Kingdom
Prior art keywords
alkyl
tert
methyl ether
prepared
compounds
Prior art date
1972-10-04
Legal status (The legal status 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 status listed.)

Expired

Application number
GB4613273A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

F Hoffmann La Roche AG

Original Assignee
F Hoffmann La Roche AG
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.)
1972-10-04
Filing date
1973-10-03
Publication date
1975-11-19

1973-10-03
Application filed by F Hoffmann La Roche AG
filed
Critical
F Hoffmann La Roche AG

1975-11-19
Publication of GB1414539A
publication
Critical
patent/GB1414539A/en

Status
Expired
legal-status
Critical
Current

Links

Espacenet

Global Dossier

Discuss

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

Abstract

1414539 9,10-secosteroids; steroids F HOFFMAN-LA ROCHE & CO AG 3 Oct 1973 [4 Oct 1972 2 July 1973] 46132/73 Headings C2C and C2U The invention comprises compounds of formula wherein R is C 1-8 n-alkyl; R1 is C 4-8 tert.-alkyl, methoxymethyl or C(R2)(R3)(OR4) where R2 is H or C 1-8 n-alkyl and R3 and R4 are each C 1-8 n-alkyl or together form C 3-6 alkylene; and R11 is C 1-8 n-alkyl, C 4-8 tert-alkyl, benzyl, diphenylmethyl or trityl; and their enantiomers and racemates. Compounds II are prepared by reaction of a compound I (or an enantiomer or racemate thereof) with a compound IX (wherein M is Li, Cu or MgX, X being halogen) in an inert organic solvent and, when M is Li or MgX, in the presence of cuprous ion, and hydrolysing the product. A mixture of 4α and 4#-epimers (indane numbering) thus obtained may be resolved chromatographically; alternatively said mixture or the pure 4α-epimer may be treated with a base to effect 4α#4# epimerization. Steroid 1,3,5(10),9(11)-tetraenes of formula (wheren R111 is H or C 4-8 tert-alkyl) are prepared by acid cyclization of compounds II (with concurrent clearage of R1 groups other than tertalkyl). ( + )-Estrone methyl ether is prepared from III (R=R11=Me R111=tert-Bu) via 17#-tert-butoxy-3-methoxy-estra-1,3,5(10)-triene, estradiol 3-methyl ether 17-fluoroacetate and estradiol 3- methyl ether. (+)-18-Homo-estone methyl ether is prepared analogously (but avoiding the trifluoracetate intermediate). AB-Aromatic steroids are also obtainable (see Specification 1,414,540).

GB4613273A
1972-10-04
1973-10-03
9,10-secosteroids and their use in the synthesis of a-ring aromatic steroids

Expired

GB1414539A
(en)

Applications Claiming Priority (2)

Application Number
Priority Date
Filing Date
Title

US29503272A

1972-10-04
1972-10-04

US00375558A

US3856864A
(en)

1972-10-04
1973-07-02
Synthesis of a-ring aromatic steroids

Publications (1)

Publication Number
Publication Date

GB1414539A
true

GB1414539A
(en)

1975-11-19

Family
ID=26968875
Family Applications (2)

Application Number
Title
Priority Date
Filing Date

GB190975A
Expired

GB1414540A
(en)

1972-10-04
1973-10-03
Synthesis of a-and b-ring aromatic steroids

GB4613273A
Expired

GB1414539A
(en)

1972-10-04
1973-10-03
9,10-secosteroids and their use in the synthesis of a-ring aromatic steroids

Family Applications Before (1)

Application Number
Title
Priority Date
Filing Date

GB190975A
Expired

GB1414540A
(en)

1972-10-04
1973-10-03
Synthesis of a-and b-ring aromatic steroids

Country Status (9)

Country
Link

US
(1)

US3856864A
(en)

JP
(1)

JPS4992057A
(en)

CA
(1)

CA1040209A
(en)

CH
(2)

CH583251A5
(en)

DE
(1)

DE2349260A1
(en)

FR
(1)

FR2215417B1
(en)

GB
(2)

GB1414540A
(en)

IL
(1)

IL43152A
(en)

NL
(1)

NL7313194A
(en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US3971809A
(en)

*

1973-07-02
1976-07-27
Hoffmann-La Roche Inc.
3A,4,7,7A-Tetrahydro-4-phenylethyl-7a-alkyl-5(6H)-indanones and process for the preparation thereof

US3933870A
(en)

*

1973-07-02
1976-01-20
Hoffmann-La Roche Inc.
Synthesis of A-ring aromatic steroids

Family Cites Families (2)

* Cited by examiner, † Cited by third party

Publication number
Priority date
Publication date
Assignee
Title

US2835698A
(en)

*

1956-01-18
1958-05-20
Upjohn Co
9//10-secosteroids and process for their preparation

GB1078064A
(en)

*

1964-09-25
1967-08-02
Oril Soc
Process for the manufacture of aliphatic aralkyl-ketones

1973

1973-07-02
US
US00375558A
patent/US3856864A/en
not_active
Expired – Lifetime

1973-08-28
CH
CH562076A
patent/CH583251A5/xx
not_active
IP Right Cessation

1973-08-28
CH
CH1229873A
patent/CH584177A5/xx
not_active
IP Right Cessation

1973-09-04
IL
IL43152A
patent/IL43152A/en
unknown

1973-09-25
NL
NL7313194A
patent/NL7313194A/xx
not_active
Application Discontinuation

1973-10-01
DE
DE19732349260
patent/DE2349260A1/en
not_active
Ceased

1973-10-02
JP
JP48110231A
patent/JPS4992057A/ja
active
Pending

1973-10-03
FR
FR7335334A
patent/FR2215417B1/fr
not_active
Expired

1973-10-03
GB
GB190975A
patent/GB1414540A/en
not_active
Expired

1973-10-03
CA
CA182,580A
patent/CA1040209A/en
not_active
Expired

1973-10-03
GB
GB4613273A
patent/GB1414539A/en
not_active
Expired

Also Published As

Publication number
Publication date

IL43152A
(en)

1978-08-31

US3856864A
(en)

1974-12-24

CA1040209A
(en)

1978-10-10

CH584177A5
(en)

1977-01-31

IL43152A0
(en)

1973-11-28

FR2215417A1
(en)

1974-08-23

GB1414540A
(en)

1975-11-19

JPS4992057A
(en)

1974-09-03

CH583251A5
(en)

1976-12-31

FR2215417B1
(en)

1977-03-11

DE2349260A1
(en)

1974-04-25

NL7313194A
(en)

1974-04-08

Similar Documents

Publication
Publication Date
Title

GB1414539A
(en)

1975-11-19

9,10-secosteroids and their use in the synthesis of a-ring aromatic steroids

SE7610595L
(en)

1977-03-27

PROCEDURE FOR PREPARING A PHARMACEUTICAL COMPOSITION OF INSULINŸ FOR RECTAL USE

Zimmerman et al.

1965

Mechanistic and Exploratory Photochemistry. XII. Characterization of the Reactivity of the β-Carbon in the Triplet Excited State of α, β-Unsaturated Ketones1

ES452290A1
(en)

1978-01-16

1,4-Bis-[azol-2'-yl]-naphthalenes and process of using the same

ES479059A1
(en)

1979-07-01

2-Piperazinotetraline derivatives, their preparation and their use as medicines.

ES459294A1
(en)

1978-03-16

Anthraquinone-bis-amidines and process for preparing them

GB1440900A
(en)

1976-06-30

Photopolymerization of ethylenically unsaturated organic compounds

SE7611890L
(en)

1977-04-29

SEGMENT POLYMERISATE COMPOSITIONS

ES430949A1
(en)

1977-01-01

Anti-allergic-3-carboxy-isocoumarin compositions and methods of use

GB1496277A
(en)

1977-12-30

Chlorinated polycyclic amines and their use as insecticides

JPS5251400A
(en)

1977-04-25

Preparation of 6,13-dihydroquinacridones

ES445266A1
(en)

1977-06-01

Process for preparing cyclohexanone

GB529936A
(en)

1940-12-02

A process for the preparation of o.o-dihydroxydiphenyl

JPS51141824A
(en)

1976-12-07

Process for preparation of phenol

JPS5257104A
(en)

1977-05-11

Process for isoprene

Lee et al.

1981

MO Theoretical Study on the Stability and the Structure of the Carbon Dianion

JPS51125422A
(en)

1976-11-01

Aprocess for preparing a fluorescent substance suspension

ES250610A1
(en)

1960-02-01

Procedure for the preparation of new diels-alder adducts with epoxy groups (Machine-translation by Google Translate, not legally binding)

Sequeira

1966

THE CHEMISTRY OF SOME DERIVATIVES OF DIBENZOBICYCLO (2.2. 2) OCTATRIENE

JPS5476506A
(en)

1979-06-19

Preparation of geraniol

ES259051A1
(en)

1961-01-01

Isomerisation process

ES283961A1
(en)

1963-06-01

Procedure for the preparation of d-nor-steroids (Machine-translation by Google Translate, not legally binding)

GB108950A
(en)

1917-08-30

ES200560A1
(en)

1952-12-01

A procedure for the preparation of hexaclorociclohexano, rich in gamas. (Machine-translation by Google Translate, not legally binding)

JPS51141820A
(en)

1976-12-07

Process for nitration of aromatic compounds

Legal Events

Date
Code
Title
Description

1976-03-31
PS
Patent sealed [section 19, patents act 1949]

1983-05-05
PCNP
Patent ceased through non-payment of renewal fee

Download PDF in English