Cosmetic composition comprising an oil, a nonionic surfactant and a c-glycoside compound
US-2016317416-A1 · Nov 3, 2016 · US
C-glycoside amine derivatives and methods of making
US11192913B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11192913-B2 |
| Application number | US-202117140415-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jan 4, 2021 |
| Priority date | Jan 9, 2020 |
| Publication date | Dec 7, 2021 |
| Grant date | Dec 7, 2021 |
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Abstract
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Disclosed are C-glycoside amine derivatives of the formula:R—CH2—C(CH3)—NH—R2wherein R is a saccharide (e.g., as described in U.S. Pat. No. 8,314,219) and R2 is an acyl moiety derived from any ketone of the formula R3—C(O)—R3 wherein R3 is C1 to C22 straight or branched chain hydrocarbon which may be saturated or unsaturated. In addition, a method for making the C-glycoside amine derivatives involving (1) reacting a saccharide (e.g., glucose) C-glycoside ketone with a catalyst (e.g., Rh), about 10 to about 25 fold excess NH3, and an organic solvent (e.g., methanol) to form a saccharide C-glycoside amine, and (2) reacting said saccharide C-glycoside amine with a catalyst (e.g., Rh), an organic solvent (e.g., methanol), and an acyl moiety derived from any ketone of the formula R3—C(O)—R3 wherein R3 is C1 to C22 straight or branched chain hydrocarbon which may be saturated or unsaturated to form said C-glycoside amine derivative.
First claim
Opening claim text (preview).
We claim: 1. A C-glycoside amine derivative of the formula: R—CH 2 —C(CH 3 )—NH—R 2 wherein R is a saccharide and R 2 is an alkyl moiety derived from any ketone of the formula R 3 —C(O)—R 3 wherein R 3 is C1 to C22 straight or branched chain hydrocarbon which may be saturated or unsaturated; wherein said saccharide is selected from the group consisting of glucose, lactose, maltose, and maltotriose. 2. A composition comprising at least one C-glycoside amine derivative of the formula: R—CH 2 —C(CH 3 )—NH—R 2 wherein R is a saccharide and R 2 is an alkyl moiety derived from any ketone of the formula R 3 —C(O)—R 3 wherein R 3 is C1 to C22 straight or branched chain hydrocarbon which may be saturated or unsaturated; and optionally a carrier; wherein said saccharide is selected from the group consisting of glucose, lactose, maltose, and maltotriose. 3. A method of making a C-glycoside amine derivative of the formula: R—CH 2 —C(CH 3 )—NH—R 2 wherein R is a saccharide and R 2 is an alkyl moiety derived from any ketone of the formula R 3 —C(O)—R 3 wherein R 3 is C1 to C22 straight or branched chain hydrocarbon which may be saturated or unsaturated; said method comprising (1) reacting a saccharide C-glycoside ketone with a catalyst, about 10 to about 25 fold excess NH 3 , and an organic solvent to form a saccharide C-glycoside amine, and (2) reacting said saccharide C-glycoside amine with a catalyst, an organic solvent, and an alkyl moiety derived from any ketone of the formula R 3 —C(O)—R 3 wherein R 3 is C1 to C22 straight or branched chain hydrocarbon which may be saturated or unsaturated to form said C-glycoside amine derivative. 4. The method according to claim 3 , wherein said saccharide is selected from the group consisting of glucose, lactose, maltose, and maltotriose.
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Classifications
Processes for the preparation of sugar derivatives · CPC title
- C07D309/10Primary
Oxygen atoms · CPC title
- C07H7/02Primary
Acyclic radicals · CPC title
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- What does patent US11192913B2 cover?
- Disclosed are C-glycoside amine derivatives of the formula:R—CH2—C(CH3)—NH—R2wherein R is a saccharide (e.g., as described in U.S. Pat. No. 8,314,219) and R2 is an acyl moiety derived from any ketone of the formula R3—C(O)—R3 wherein R3 is C1 to C22 straight or branched chain hydrocarbon which may be saturated or unsaturated. In addition, a method for making the C-glycoside amine derivatives in…
- Who is the assignee on this patent?
- Us Agriculture, The United States Of America As Represented The Secretary Of Agriculture
- What technology area does this patent fall under?
- Primary CPC classification C07D309/10. Mapped technology areas include Chemistry & Metallurgy.
- When was this patent published?
- Publication date Tue Dec 07 2021 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
- What related patents are in patentsdb?
- We list 1 related publication on this page (citations in our corpus or others sharing the same primary CPC).