54662-27-0

Basic information

• Product Name: 1-DEOXY-1-(2-HYDROXYETHYLAMINO)-D-GLUCITOL
• Synonyms: 1-DEOXY-1-(2-HYDROXYETHYLAMINO)-D-GLUCITOL;1-Deoxy-1-(hydroxyethylamino)-D-glucitol;N-(2-Hydroxyethyl)-D-glucaMine
• CAS NO: 54662-27-0
• Molecular Formula: C₈H₁₉NO₆
• Molecular Weight: 225.23956
• Product Categories: Carbohydrates & Derivatives, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 54662-27-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 565.2°C at 760 mmHg
• Flash Point: 277.2°C
• Appearance: /
• Density: 1.444g/cm³
• Vapor Pressure: 3.97E-15mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: DMSO (Slightly), Water (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: 1-DEOXY-1-(2-HYDROXYETHYLAMINO)-D-GLUCITOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-DEOXY-1-(2-HYDROXYETHYLAMINO)-D-GLUCITOL(54662-27-0)
• EPA Substance Registry System: 1-DEOXY-1-(2-HYDROXYETHYLAMINO)-D-GLUCITOL(54662-27-0)

Safety Data

• Hazardous Substances Data: 54662-27-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 54662-27-0 differently. You can refer to the following data:
1. 1-Deoxy-1-(2-hydroxyethylamino)-d-glucitol, is a key intermediate for the synthesis of Miglitol (M344200), which is a potent α-glucosidase inhibitor, used as a new antidiabetic drug.
2. N-(2-Hydroxyethyl)-D-glucamine, is a key intermediate for the synthesis of Miglitol (M344200), which is a potent α-glucosidase inhibitor, used as a new antidiabetic drug.

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 
• 50-99-7 D-glucose 
• 2280-44-6 D-Glucose 

Relevant articles and documents

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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.