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US4353889A Expired / Lapsed US ⏱️ 0.0 years remaining

Rebaudioside analogs

Assignee: Dynapol Shareholders Liquidating Trust
•
Filing: 1981-06-11
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Granted: 1982-10-12
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Expires: 2001-06-11
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Abstract

Abstract Analogs of the glycoside rebaudioside A are disclosed. These materials have the formula <IMAGE> wherein R is a simple physiologically acceptable noncarbohydrate polar organic group. The analogs are sweet and find use as sweeteners.

Inventors

  • 👤 Grant E. Dubois

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 11:41
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/20; C07H15/24; C07H15/256; A; A23; A23L; A23L27/00; A23L27/30

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 37 words
A nonglycosidic polar ester compound of rebaudioside C having the structure ##STR23## wherein R is a physiologically acceptable noncarbohydrate polar organic group that is α-carbon oxygen free and that contains from 1 to 10 carbon atoms inclusive.
Claim 2
Dependent Claim 37 words
A nonglycosidic polar ester compound of rebaudioside C having the structure ##STR23## wherein R is a physiologically acceptable noncarbohydrate polar organic group that is α-carbon oxygen free and that contains from 1 to 10 carbon atoms inclusive.
Claim 3
Dependent Claim 53 words
A rebaudioside C analog compound having the structure ##STR24## wherein R is a physiologically acceptable noncarbohydrate polar organic group that is α-carbon oxygen free and that contains from one to ten carbon atoms inclusive and one or more polar moiety selected from sulfonate, sulfamate, carboxylate, and phosphate anions, ammonium cations and hydroxyl groups.
Claim 4
Dependent Claim 53 words
A rebaudioside C analog compound having the structure ##STR24## wherein R is a physiologically acceptable noncarbohydrate polar organic group that is α-carbon oxygen free and that contains from one to ten carbon atoms inclusive and one or more polar moiety selected from sulfonate, sulfamate, carboxylate, and phosphate anions, ammonium cations and hydroxyl groups.
Claim 5
Dependent Claim 18 words
The compound of claim 2 wherein R is a 1 to 5 carbon inclusive alkyl terminal sulfonate salt.
Claim 6
Dependent Claim 39 words
The compound of claim 3 wherein R is of the formula --(CH.sub.2).sub.n --SO.sub.3.sup.- M.sup.+ wherein n is an integer from 2 to 5 inclusive and M + is a physiologically acceptable alkaline earth metal cation or alkali metal cation.
Claim 7
Dependent Claim 31 words
The compound of claim 4 wherein n is 3 or 4 and M + is selected from Na + , K + , 1/2 Ca ++ and 1/2 Mg ++ .
Claim 8
Dependent Claim 19 words
The compound of claim 5 wherein n is 3 and M + is Na + or K + .
Claim 9
Dependent Claim 16 words
The compound of claim 2 wherein R is a 1 to 5 carbon inclusive alkyl polysulfonate.
Claim 10
Dependent Claim 37 words
The compound of claim 7 wherein R has the formula --(CH.sub.2)--CH--(SO.sub.3.sup.-).sub.2 M.sup.+.sub.2 M + is a physiologically acceptable alkaline earth metal cation or alkali metal cation, and n is an integer of from 1 to 2 inclusive.
Claim 11
Dependent Claim 53 words
The compound of claim 2 wherein R is a 1 to 5 carbon atom alkyl terminal carboxylate of the formula --(CH 2 ) n --COO - M + and n is an integer from 1 to 5 inclusive and M + is a physiologically acceptable alkaline earth metal cation or alkali metal cation.
Claim 12
Dependent Claim 50 words
The compound of claim 2 wherein R is a alkyl terminal phosphonate of the formula --(CH 2 ) n --PO 3 H - M + and n is an integer from 1 through 5 inclusive and M + is a physiologically acceptable alkaline earth metal cation or alkali metal cation.
Claim 13
Dependent Claim 17 words
The compound of claim 2 wherein R is a 1 through 5 carbon inclusive linear alkyl polycarboxylate.
Claim 14
Dependent Claim 17 words
The compound of claim 2 wherein R is a 1 through 5 carbon inclusive linear polyhydroxyl alkyl.
Claim 15
Dependent Claim 18 words
The compound of claim 2 wherein R is a 1 through 5 carbon inclusive primary alkyl amine salt.
Claim 16
Dependent Claim 16 words
The compound of claim 3 wherein R is a 1 through 5 carbon inclusive alkyl polysulfonate.
Claim 17
Dependent Claim 17 words
The compound of claim 2 wherein R is a 2 through 5 carbon inclusive alkyl amino carboxylate.
Claim 18
Dependent Claim 19 words
A sweet comestible comprising an edible material admixed with an effective sweetening amount of the compound of claim 1.
Claim 19
Dependent Claim 56 words
In the process for converting rebaudioside A to rebaudioside C which comprises treating rebaudioside A with a molar excess of alkali metal hydroxide in a liquid phase reaction medium at an elevated temperature, the improvement comprising employing as said medium a liquid comprising water and 40-80% methanol and as said elevated temperature, 60° to 100° C.
Claim 20
Dependent Claim 56 words
In the process for converting rebaudioside A to rebaudioside C which comprises treating rebaudioside A with a molar excess of alkali metal hydroxide in a liquid phase reaction medium at an elevated temperature, the improvement comprising employing as said medium a liquid comprising water and 40-80% methanol and as said elevated temperature, 60° to 100° C.

References Cited (Backward Citations)

US3732202A Cited
US3632804A Cited
US3652541A Cited
US3661890A Cited
US3756966A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-10-11 1986-04-12 1986-10-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-10-11 1990-04-12 1990-10-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-10-11 1994-04-12 1994-10-12 $7700.00 Window Closed / Lapsed

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