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US4447622A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of l- and d-isomers of dl-3,4-trans-2,2-disubstituted-3,4-diarylchromans and derivatives thereof

Assignee: Council of Scientific and Industrial Research
•
Filing: 1981-09-22
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Granted: 1984-05-08
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Expires: 2001-09-22
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Abstract

Abstract The laevo and dextro forms of dl-3,4-trans-2,2-disubstituted-3,4-diarylchromans and similar derivatives thereof have substantially double the post-coital anti-fertility activity of the known racemic compound. The resolution of such known compound into the l- and d-isomeric forms may be carried out using di-p-toluoyl-l-tartaric acid monohydrate or di-p-toluoyl-d-tartaric acid.

Inventors

  • 👤 Mohammad Salman
  • 👤 Suprabhat Ray
  • 👤 Ved P. Kamboj
  • 👤 Nitya Anand

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 13:45
CPC Classifications
C; C07; C07D; C07D311/00; C07D311/02; C07D311/04; C07D311/58

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 56 words
A process for the preparation of l-3,4-trans-2,2-dimethyl-3-phenyl-4-[p-(β-pyrrolidinoethoxy)]phenyl-7-methoxychroman or active l-acid salts thereof, which comprises reacting dl-3,4-trans-2,2-dimethyl-3-phenyl-4-[p-(β-pyrrolidinoethoxy)]phenyl-7-methoxy chroman with di-p-toluoyl-l-tartaric acid monohydrate in a protic solvent to produce on fractional crystallisation of the reaction mixture the l-3,4-trans-2,2-dimethyl-3-phenyl-4-[p-(β-pyrrolidino-ethoxy)]phenyl-7-methoxy chroman-l-acid salt of said tartaric acid monohydrate and subjecting said crystalline salt to alkaline hydrolysis to obtain the desired l-isomer.
Claim 2
Dependent Claim 56 words
A process for the preparation of l-3,4-trans-2,2-dimethyl-3-phenyl-4-[p-(β-pyrrolidinoethoxy)]phenyl-7-methoxychroman or active l-acid salts thereof, which comprises reacting dl-3,4-trans-2,2-dimethyl-3-phenyl-4-[p-(β-pyrrolidinoethoxy)]phenyl-7-methoxy chroman with di-p-toluoyl-l-tartaric acid monohydrate in a protic solvent to produce on fractional crystallisation of the reaction mixture the l-3,4-trans-2,2-dimethyl-3-phenyl-4-[p-(β-pyrrolidino-ethoxy)]phenyl-7-methoxy chroman-l-acid salt of said tartaric acid monohydrate and subjecting said crystalline salt to alkaline hydrolysis to obtain the desired l-isomer.
Claim 3
Dependent Claim 21 words
A process as claimed in claim 1, wherein the protic solvent is methanol, benzene or a mixture of methanol and benzene.

References Cited (Backward Citations)

US4251537A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-05-08 1987-11-07 1988-05-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-05-08 1991-11-07 1992-05-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-05-08 1995-11-07 1996-05-08 $7700.00 Window Closed / Lapsed

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