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US4085136A Expired / Lapsed US ⏱️ 0.0 years remaining

Optically-active 1-aryloxy-2-propanol intermediates of (s)-absolute configuration

Assignee: Imperial Chemical Industries Ltd
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Filing: 1976-06-09
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Granted: 1978-04-18
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Expires: 1996-06-09
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Abstract

Abstract Novel optically-active (S)-1-aryloxy-2,3-epoxy-propane derivatives, a process for their manufacture, various intermediates used in the preparation thereof, and a process for using them for the manufacture of optically-active (S)-1-aryloxy-3-amino-2-propanol derivatives useful as beta -adrenergic blocking agents.

Inventors

  • 👤 Howard Tucker

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 17:13
CPC Classifications
C; C07; C07D; C07D303/00; C07D303/02; C07D303/12; C07D303/18; C07D303/20; C07D303/22; C07C; C07C309/00; C07C309/63; C07C309/72; C07C309/73

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 123 words
An optically-active compound having the (S)-absolute configuration and having the formula:- R.sup.1 OCH.sub.2.CHOH.CH.sub.2 OY wherein R 1 is phenyl which bears a substituent selected from the group consisting of: R.sup.2 R.sup.3 N-CO-A- and R.sup.2 R.sup.3 N-CO-A.sup.1 -O- wherein A is a direct link, or alkylene of 1 to 6 carbon atoms, or alkenylene of 2 to 6 carbon atoms; wherein A 1 is alkylene of 1 to 6 carbon atoms; wherein R 2 is hydrogen or alkyl of up to 6 carbon atoms; and wherein R 3 is hydrogen or alkenyl, cycloalkyl, hydroxyalkyl or alkoxyalkyl each of up to 6 carbon atoms, or alkyl, aryl, aralkyl or aralkenyl each of up to 10 carbon atoms; and wherein Y is α-arylalkyl, or, tertiary-alkyl or.
Claim 2
Dependent Claim 123 words
An optically-active compound having the (S)-absolute configuration and having the formula:- R.sup.1 OCH.sub.2.CHOH.CH.sub.2 OY wherein R 1 is phenyl which bears a substituent selected from the group consisting of: R.sup.2 R.sup.3 N-CO-A- and R.sup.2 R.sup.3 N-CO-A.sup.1 -O- wherein A is a direct link, or alkylene of 1 to 6 carbon atoms, or alkenylene of 2 to 6 carbon atoms; wherein A 1 is alkylene of 1 to 6 carbon atoms; wherein R 2 is hydrogen or alkyl of up to 6 carbon atoms; and wherein R 3 is hydrogen or alkenyl, cycloalkyl, hydroxyalkyl or alkoxyalkyl each of up to 6 carbon atoms, or alkyl, aryl, aralkyl or aralkenyl each of up to 10 carbon atoms; and wherein Y is α-arylalkyl, or, tertiary-alkyl or.
Claim 3
Dependent Claim 67 words
A compound as claimed in claim 1 wherein A is a direct link or methylene, ethylene, trimethylene, 1-methylethylene or vinylene; wherein A 1 is methylene ethylene, trimethylene or 1-methylethylene; wherein R 2 is hydrogen or methyl and wherein R 3 is hydrogen, allyl, cyclopropyl, cyclopentyl, cyclohexyl, β-hydroxyethyl, γ-hydroxypropyl, 2-hydroxy-1-methylene, 2-hydroxy-1, 1-dimethylethyl, β-methoxyethyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, t-butyl, n-pentyl, n-hexyl, n-nonyl, phenyl, p-tolyl, p-chlorophenyl, benzyl or styryl.
Claim 4
Dependent Claim 16 words
A compound as claimed in claim 1 wherein R 1 is 4-carbamoyllmethylphenyl, 2-(N-methylcarbamoylmethoxy) phenyl or 2-(N-β-hydroxyethyl-carbamoylmethoxy)phenyl.
Claim 5
Dependent Claim 14 words
A compound as claimed in claim 1 wherein Y stands for the benzyl radical.
Claim 6
Dependent Claim 14 words
A compound as claimed in claim 1 wherein Y stands for the t-butyl radical.
Claim 7
Dependent Claim 16 words
A compound as claimed in claim 1 wherein Y is benzyl and R 1 is 4-carbamoylmethylphenyl.

References Cited (Backward Citations)

US3494939A Cited
US3686320A Cited
GB1410513A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-04-17 1981-10-17 1982-04-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-04-17 1985-10-17 1986-04-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-04-17 1989-10-17 1990-04-18 $7700.00 Window Closed / Lapsed

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