AU2013204005B2 - Improved synthesis - Google Patents

Improved synthesis Download PDF

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Publication number
AU2013204005B2
AU2013204005B2 AU2013204005A AU2013204005A AU2013204005B2 AU 2013204005 B2 AU2013204005 B2 AU 2013204005B2 AU 2013204005 A AU2013204005 A AU 2013204005A AU 2013204005 A AU2013204005 A AU 2013204005A AU 2013204005 B2 AU2013204005 B2 AU 2013204005B2
Authority
AU
Australia
Prior art keywords
formula
group
compound
oxygen protecting
protecting group
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.)
Active
Application number
AU2013204005A
Other languages
English (en)
Other versions
AU2013204005A1 (en
Inventor
Philip Andrew MARSHALL
Jennifer Mary Mason
Andrew Clive MUSCROFT-TAYLOR
David Millar WALKER
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.)
ONCOLOGY RESEARCH INTERNATIONAL Ltd
Original Assignee
Oncology Res International Ltd
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 AU2012902119A external-priority patent/AU2012902119A0/en
Application filed by Oncology Res International Ltd filed Critical Oncology Res International Ltd
Priority to AU2013204005A priority Critical patent/AU2013204005B2/en
Priority to HK15103375.2A priority patent/HK1202876A1/xx
Priority to EA201492194A priority patent/EA201492194A1/ru
Priority to CA2874030A priority patent/CA2874030A1/en
Priority to BR112014029189A priority patent/BR112014029189A2/pt
Priority to PCT/AU2013/000416 priority patent/WO2013173862A1/en
Priority to MX2014014056A priority patent/MX356853B/es
Priority to JP2015512969A priority patent/JP2015517535A/ja
Priority to EP13794398.1A priority patent/EP2852607B1/en
Priority to IN10846DEN2014 priority patent/IN2014DN10846A/en
Priority to US14/403,110 priority patent/US20150105543A1/en
Priority to CN201380034397.XA priority patent/CN104395333B/zh
Priority to TW102117564A priority patent/TWI609025B/zh
Publication of AU2013204005A1 publication Critical patent/AU2013204005A1/en
Publication of AU2013204005B2 publication Critical patent/AU2013204005B2/en
Application granted granted Critical
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J17/005—Glycosides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/24—Condensed ring systems having three or more rings
    • C07H15/256—Polyterpene radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
    • C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
    • C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Genetics & Genomics (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
AU2013204005A 2012-05-23 2013-04-11 Improved synthesis Active AU2013204005B2 (en)

Priority Applications (13)

Application Number Priority Date Filing Date Title
AU2013204005A AU2013204005B2 (en) 2012-05-23 2013-04-11 Improved synthesis
EP13794398.1A EP2852607B1 (en) 2012-05-23 2013-04-24 Synthesis of steroid saponins
US14/403,110 US20150105543A1 (en) 2012-05-23 2013-04-24 Synthesis
CA2874030A CA2874030A1 (en) 2012-05-23 2013-04-24 Improved synthesis
BR112014029189A BR112014029189A2 (pt) 2012-05-23 2013-04-24 síntese aperfeiçoada
PCT/AU2013/000416 WO2013173862A1 (en) 2012-05-23 2013-04-24 Improved synthesis
MX2014014056A MX356853B (es) 2012-05-23 2013-04-24 Sintesis de una saponina esteroidea.
JP2015512969A JP2015517535A (ja) 2012-05-23 2013-04-24 改善された合成
HK15103375.2A HK1202876A1 (zh) 2012-05-23 2013-04-24 改进的合成
IN10846DEN2014 IN2014DN10846A (https=) 2012-05-23 2013-04-24
EA201492194A EA201492194A1 (ru) 2012-05-23 2013-04-24 Усовершенствованный синтез
CN201380034397.XA CN104395333B (zh) 2012-05-23 2013-04-24 改进的合成
TW102117564A TWI609025B (zh) 2012-05-23 2013-05-17 改良之合成技術

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
AU2012902119 2012-05-23
AU2012902119A AU2012902119A0 (en) 2012-05-23 Improved synthesis
AU2013204005A AU2013204005B2 (en) 2012-05-23 2013-04-11 Improved synthesis

Publications (2)

Publication Number Publication Date
AU2013204005A1 AU2013204005A1 (en) 2013-12-12
AU2013204005B2 true AU2013204005B2 (en) 2015-04-16

Family

ID=49622929

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2013204005A Active AU2013204005B2 (en) 2012-05-23 2013-04-11 Improved synthesis

Country Status (13)

Country Link
US (1) US20150105543A1 (https=)
EP (1) EP2852607B1 (https=)
JP (1) JP2015517535A (https=)
CN (1) CN104395333B (https=)
AU (1) AU2013204005B2 (https=)
BR (1) BR112014029189A2 (https=)
CA (1) CA2874030A1 (https=)
EA (1) EA201492194A1 (https=)
HK (1) HK1202876A1 (https=)
IN (1) IN2014DN10846A (https=)
MX (1) MX356853B (https=)
TW (1) TWI609025B (https=)
WO (1) WO2013173862A1 (https=)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103193858B (zh) * 2013-04-12 2016-08-03 中国海洋大学 螺甾碱烷型糖苷生物碱的合成方法
AU2018217439B2 (en) * 2017-02-10 2021-11-25 Oncology Research International Limited Steroid saponins with anti-cancer activity
CN110790811A (zh) * 2019-10-10 2020-02-14 华南农业大学 双相体系氯化铝水解制备薯蓣皂素方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1115346C (zh) * 2000-10-20 2003-07-23 中国科学院上海有机化学研究所 鼠李糖取代的β－D－葡萄糖基－薯蓣皂甙的皂甙库、制备方法和用途
CN101130568B (zh) * 2007-09-07 2011-06-15 中国科学院上海有机化学研究所 一类喷脑皂甙类化合物、合成方法及其用途
JP5706815B2 (ja) * 2008-04-08 2015-04-22 スローン − ケタリング・インスティテュート・フォー・キャンサー・リサーチ トリテルペンであるサポニン、その合成法および使用
CN101635335B (zh) * 2008-07-25 2013-02-27 深圳市比克电池有限公司 圆柱电池卷芯入壳机

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Hernandez J. C., et al "Synthesis of novel spirostanic saponins and their cytotoxic Activity" Bioorganic & Medicinal Chemistry Vol 16 (2008) 2063-2076 *

Also Published As

Publication number Publication date
EA201492194A1 (ru) 2015-04-30
TWI609025B (zh) 2017-12-21
EP2852607A4 (en) 2016-02-24
BR112014029189A2 (pt) 2017-06-27
MX2014014056A (es) 2015-08-14
EP2852607A1 (en) 2015-04-01
IN2014DN10846A (https=) 2015-09-04
HK1202876A1 (zh) 2015-10-09
TW201350497A (zh) 2013-12-16
AU2013204005A1 (en) 2013-12-12
CA2874030A1 (en) 2013-11-28
MX356853B (es) 2018-06-18
CN104395333B (zh) 2018-01-02
CN104395333A (zh) 2015-03-04
WO2013173862A1 (en) 2013-11-28
EP2852607B1 (en) 2018-10-24
US20150105543A1 (en) 2015-04-16
JP2015517535A (ja) 2015-06-22

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