54662-27-0

Usage

Uses

Used in Pharmaceutical Industry:
1-DEOXY-1-(2-HYDROXYETHYLAMINO)-D-GLUCITOL is used as a key intermediate for the synthesis of Miglitol (M344200) for the following reasons:
It contributes to the development of a potent α-glucosidase inhibitor, which is essential in the treatment of diabetes.
The synthesized Miglitol acts as a new antidiabetic drug, helping to regulate blood sugar levels in patients with diabetes mellitus by slowing down the digestion of carbohydrates.

InChI:InChI=1/C8H19NO6/c10-2-1-9-3-5(12)7(14)8(15)6(13)4-11/h5-15H,1-4H2/t5-,6+,7+,8+/m0/s1

Synthetic route

D-Glucose (2280-44-6) + ethanolamine (141-43-5) → 1-deoxy-1-(2-hydroxyethylamino)-D-glucitol (54662-27-0)

Conditions	Yield
With palladium 10% on activated carbon In methanol; water at 58℃; under 15001.5 Torr; for 3.5h; Autoclave;	98.9%

glucose (50-99-7, 59-23-4, 921-60-8, 1949-88-8, 1990-29-0, 2152-76-3, 2595-97-3, 2595-98-4, 3458-28-4, 4205-23-6, 5934-56-5, 5978-95-0, 5987-68-8, 6027-89-0, 6038-51-3, 7635-11-2, 10030-80-5, 15572-79-9, 19163-87-2, 23567-25-1, 26566-61-0, 30077-17-9, 31103-86-3, 39665-52-6, 40866-07-7, 58367-01-4, 58407-05-9, 58407-06-0, 83198-69-0, 83198-70-3, 83198-71-4, 93780-23-5, 145920-48-5) + ethanolamine (141-43-5) → 1-deoxy-1-(2-hydroxyethylamino)-D-glucitol (54662-27-0)

Conditions	Yield
With nickel kieselguhr; water at 90 - 110℃; under 102971 Torr; Hydrogenation;
With ethanol; nickel at 77℃; under 51485.6 Torr; Hydrogenation;
With nickel kieselguhr; water at 90 - 110℃; under 102971 Torr; Hydrogenation;

D-glucose (50-99-7) + ethanolamine (141-43-5) → 1-deoxy-1-(2-hydroxyethylamino)-D-glucitol (54662-27-0)

1-deoxy-1-(2-hydroxyethylamino)-D-glucitol (54662-27-0) + 1-Chlorohexadecan (4860-03-1) → 1-[(2-hydroxy-ethyl)-hexadecyl-amino]-1-deoxy-D-glucitol (24524-23-0)

Conditions	Yield
With ethanol; sodium carbonate; potassium iodide at 150℃; Reagens4: Benzol;

Upstream product

• 50-99-7 glucose 
• 141-43-5 ethanolamine 
• 2280-44-6 D-Glucose 
• 50-99-7 D-glucose 

Relevant academic research and scientific papers

Preparation method of migltol intermediate 1-deoxy-1-(2-hydroxyethylamino)-D-glucitol

The invention discloses a medicine which is a migltol intermediate 1-deoxy-1-(2-hydroxyethylamino)-D-glucitol for treating diabetes. Glucose and ethanolamine are used as raw materials; a catalytic hydrogenation reaction is carried out in an alcohol solvent and under a hydrogen atmosphere; and then press filtration, crystallization, suction filtration, washing and vacuum drying are carried out to obtain the 1-deoxy-1-(2-hydroxyethylamino)-D-glucitol crystal, wherein the reaction time is 3-4 hours, the temperature is 65-75 DEG C, the yield is more than 98%, and the purity is more than 99% (through HPLC detection). The used reagent is green and environmentally friendly, the atom economy of the reaction is high, the yield of the reaction is high, the operation is simple and convenient, and thepreparation method is suitable for industrial large-scale production.

Skin treating cosmetic compositions containing N-polyhydroxyalkyl-amines

The present invention relates to compositions for the treatment of the skin containing up to 25% by weight of at least one N-polyhydroxyalkyl-amine of the formula STR1 wherein R1 is hydrogen, lower alkyl, hydroxy-lower alkyl or aminoalkyl, as well as heterocyclic aminoalkyl, R is the same as R1 except that both cannot be hydrogen at the same time, R2 is --CH2 OH or --COOH, m is the integer 3 or 4, and n is the integer O, or, when m is 3 and R2 is --CH2 OH, 1; and the method of skin treatment therewith.