GB2101603B - Base-catalysed acylation of alcohols - Google Patents

Base-catalysed acylation of alcohols

Info

Publication number
GB2101603B
GB2101603B GB08219561A GB8219561A GB2101603B GB 2101603 B GB2101603 B GB 2101603B GB 08219561 A GB08219561 A GB 08219561A GB 8219561 A GB8219561 A GB 8219561A GB 2101603 B GB2101603 B GB 2101603B
Authority
GB
United Kingdom
Prior art keywords
alcohols
base
catalysed acylation
catalysed
acylation
Prior art date
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
GB08219561A
Other languages
English (en)
Other versions
GB2101603A (en
Inventor
Howard Joseph Burke
Edward James Hessler
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.)
Pharmacia and Upjohn Co
Original Assignee
Upjohn Co
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
Application filed by Upjohn Co filed Critical Upjohn Co
Publication of GB2101603A publication Critical patent/GB2101603A/en
Application granted granted Critical
Publication of GB2101603B publication Critical patent/GB2101603B/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C07J7/0005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21
    • C07J7/001—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group
    • C07J7/004—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa
    • C07J7/005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa substituted in position 16
    • C07J7/0055—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa substituted in position 16 by a saturated or unsaturated hydrocarbon group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C07J7/0005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21
    • C07J7/001—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group
    • C07J7/004—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa
    • C07J7/0045—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa not substituted in position 16
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • C07J71/0005—Oxygen-containing hetero ring
    • C07J71/001—Oxiranes
    • C07J71/0015—Oxiranes at position 9(11)

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
GB08219561A 1981-07-10 1982-07-06 Base-catalysed acylation of alcohols Expired GB2101603B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/282,314 US4346037A (en) 1981-07-10 1981-07-10 Base catalyzed acylation with enol esters

Publications (2)

Publication Number Publication Date
GB2101603A GB2101603A (en) 1983-01-19
GB2101603B true GB2101603B (en) 1985-07-17

Family

ID=23080938

Family Applications (1)

Application Number Title Priority Date Filing Date
GB08219561A Expired GB2101603B (en) 1981-07-10 1982-07-06 Base-catalysed acylation of alcohols

Country Status (8)

Country Link
US (1) US4346037A (enExample)
JP (1) JPS5823645A (enExample)
CH (1) CH651819A5 (enExample)
DE (1) DE3225648A1 (enExample)
FR (1) FR2509292A1 (enExample)
GB (1) GB2101603B (enExample)
IT (1) IT1152289B (enExample)
NL (1) NL8202756A (enExample)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3228453C2 (de) * 1982-07-30 1990-06-21 Krones Ag Hermann Kronseder Maschinenfabrik, 8402 Neutraubling Vorrichtung zum Verbreitern und Verlangsamen eines Stroms aufrechtstehender Flaschen oder dgl.
CN100398553C (zh) * 2006-07-24 2008-07-02 汪家振 游离甲地孕酮的化学合成方法
EP2246359A1 (en) 2009-04-23 2010-11-03 Crystal Pharma, S.L.U. Process for obtaining fluorometholone and intermediates therefor
CN102134266B (zh) * 2010-12-30 2012-11-07 北京市科益丰生物技术发展有限公司 一种美仑孕酮醋酸酯的制备方法

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB561500A (en) * 1942-08-05 1944-05-23 Du Pont Manufacture of acylated secondary alcohols
US2422016A (en) * 1945-12-12 1947-06-10 Eastman Kodak Co Process for preparing acetone and acetate esters
US2482066A (en) * 1946-10-19 1949-09-13 Eastman Kodak Co Acetylation of compounds containing a-co-(ch2)x-co-group
GB868303A (en) * 1956-09-08 1961-05-17 Syntex Sa New cyclopentanophenanthrene derivatives and process for the production thereof
US2867638A (en) * 1957-05-17 1959-01-06 Upjohn Co 6-methyl-9alpha fluoro-11 oxygenated pregnenes
US3147290A (en) * 1958-02-19 1964-09-01 Upjohn Co 6alpha-methyl-17alpha, 21-dihydroxy-4-pregnene-3, 20-dione and 21-acetate
US3061616A (en) * 1958-04-24 1962-10-30 Farmaceutici Italia Steroids, 6-methyl-17-hydroxy-progesterone and esters thereof, and a process for their preparation
US3000914A (en) * 1958-05-28 1961-09-19 Searle & Co 3beta-alkanoyloxy-6-methyl-5,16-pregnadien-20-ones
GB870286A (en) * 1958-11-04 1961-06-14 British Drug Houses Ltd Improvements in or relating to 6-methyl-3-oxo-í~-steroid compounds
GB890083A (en) * 1958-11-13 1962-02-28 Staley Mfg Co A E Acylation of hydroxy compounds with vinyl esters
US3105840A (en) * 1958-12-12 1963-10-01 Merck & Co Inc Alkyl ethers of 17alpha-hydroxy-19-nor progesterone
US2891079A (en) * 1959-01-23 1959-06-16 Searle & Co 6-methyl-4, 6-pregnadiene-3, 20-dione and 17alpha-acyloxy derivatives thereof
GB886619A (en) 1959-08-28 1962-01-10 British Drug Houses Ltd 6-methyl-16-methylene steroids
US3084174A (en) * 1960-11-17 1963-04-02 Merck & Co Inc 3-enol ethers of delta-steroids
US3043832A (en) * 1961-02-27 1962-07-10 Ormonoterapia Richter Spa Preparation of 6alpha-methyl-17alpha-hydroxyprogesterone and 17alpha-esters thereof
US3117966A (en) * 1961-09-27 1964-01-14 British Drug Houses Ltd Process for the preparation of 6-methyl-3-oxo-delta4, 6-steroids
US3400137A (en) * 1966-02-17 1968-09-03 Syntex Corp 3-desoxy-pregnenes and -19nor-pregnenes and their preparation

Also Published As

Publication number Publication date
NL8202756A (nl) 1983-02-01
CH651819A5 (de) 1985-10-15
FR2509292B1 (enExample) 1984-01-06
DE3225648A1 (de) 1983-01-20
IT1152289B (it) 1986-12-31
US4346037A (en) 1982-08-24
GB2101603A (en) 1983-01-19
JPS5823645A (ja) 1983-02-12
FR2509292A1 (fr) 1983-01-14
IT8222341A0 (it) 1982-07-09

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee