CS231563B1 - Process for preparing steroid hormones with pregnane skeleton - Google Patents

Process for preparing steroid hormones with pregnane skeleton Download PDF

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Publication number
CS231563B1
CS231563B1 CS805065A CS506580A CS231563B1 CS 231563 B1 CS231563 B1 CS 231563B1 CS 805065 A CS805065 A CS 805065A CS 506580 A CS506580 A CS 506580A CS 231563 B1 CS231563 B1 CS 231563B1
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CS
Czechoslovakia
Prior art keywords
group
protecting
steroid hormones
enimine
thawing
Prior art date
Application number
CS805065A
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English (en)
Inventor
Radoslav J Vlachov
Guenter Chatski
Maria S Zagorova
Grigor S Georgiev
Original Assignee
Radoslav J Vlachov
Guenter Chatski
Maria S Zagorova
Grigor S Georgiev
Tarpanov Velicko I
Krikorjan Dikran A
Chinova Maja Ch
Parusev Stojan P
Milenkov Branimir K
Stoilova Violeta K
Vlachov Jonco R
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Application filed by Radoslav J Vlachov, Guenter Chatski, Maria S Zagorova, Grigor S Georgiev, Tarpanov Velicko I, Krikorjan Dikran A, Chinova Maja Ch, Parusev Stojan P, Milenkov Branimir K, Stoilova Violeta K, Vlachov Jonco R filed Critical Radoslav J Vlachov
Publication of CS231563B1 publication Critical patent/CS231563B1/cs

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    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Description

1
Pep, M? 45363
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GnocoÓo conacHO nsoSpeTeHMsa, 4jih nonynsHna cTepoz^HsrxropMOHOB c nperaaHOBbíM CKejieooM nyTeM 3aurnTbi xapóoHrab-hom rpynnhí b 3-θμ nonoaceHwn b Monexyne cTepon^Horo cxeneTaB BK^e ΘΗΜΜΗΗΟΒΟίί COJIW COCTOHT 3 TOM, ΗΤΟ ΘΗ3ΗΜ O CaKflaiOTπρη HM3K0M TeMnspaType n3 kmchopo pacTBOpa m nonyneHHyio cMecbcojiew neperpynwpy®T nyTeM HarpesasHn b oflKosnanKo ρβφηΗη-pOBaHHyiO eHTlMMHOByiO COJIb C OnHMM eíMHCT3eKHbIM ΠΚΚ0Μ conpfí-SCBHHKX ηΒΟΜΗΗΧ 0ΒΗ3ΘΜ B MH$paKpaCHO.M ΟΠΘΚΤΡΘ ΠΟΗ 1610 01.1--1-nocne nero προΒοηητ ópOMnpoBaHne n m.nponns 33ίΐριτκοη rpynnsrb 3-eiM nonoHem b tom ne ρβοκρηοπηοΜ cocy^e. 3aipnTa nmpo-KCíiJibHOÍÍ rpynnbi b 17-om πολοϊθηκε ocym,ecT3jiHeTCH nyTenapeTiuíMposaHna yKcycHHM aHmnpwyroM κ kiicjiom' KaTanneaTopenpn Hannnwn cbočouhoh KapóoHHJibHOn rpynnsi a 3-θμ πολοηθηοm apeTMJibHoří rpynnbi b 21-om nojioneHwn n nop;BepraeTCH ο,ρηοκ-paTHO MnxpoóManbHon oópaóoTKe jijih rnypoKciumpoBaHiiH s 11-omnonoiaeHMH.

Claims (1)

12 Předmět vynálezu Způsob přípravy steroidních hormonů s pregnanovým skeletemblokováním karbonilové skupiny v poloze 3 v molekule steroid-ního skeletu ve formě eniminové soli, hromováním, bydrolýzouochranné skupiny v poloze 3» acetylací v poloze 21, chráně-ním hydroxylové skupiny v poloze 17 a mikrobiálním hydroxylo-váním v poloze 11, vyznačující se tím, že se enamin sráží přiteplotě 10 až 15 °C z kyselého roztoku a získaná směs solíse přesmykne za varu v methanolu na eniminovou sůl s jedinýmvrcholem konjugovaných dvojných vazeb v infračervenémspektru při 1 610 cm”1, potom se v té že reakční nádoběprovede hromování a hydrolýza ochranné skupiny v poloze 3,ochrana hydroxylové skupiny v poloze 17 acetylací anhydridemkyseliny octové a kyselým katalyzátorem v přítomnosti volnékarbonylové skupiny v poloze 3 &amp; acetylové skupiny v poloze21, načež se získaný produkt podrobí mikrobiální hydroxy-laci v poloze 11. Uznáno vynálezem na základě výsledků expertizy, provedenéInstitutem pro vynálezy a zlepšovatelství, Sofia, BG i
CS805065A 1979-07-24 1980-07-15 Process for preparing steroid hormones with pregnane skeleton CS231563B1 (en)

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