Tetrabenzyl-voglibose Chemical Properties

Melting point:

87-89°C

Boiling point:

784.1±60.0 °C(Predicted)

Density 

1.24±0.1 g/cm3(Predicted)

storage temp. 

Refrigerator

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

12.98±0.70(Predicted)

color 

White

InChIKey

DYSHUNINHUTCLX-JTDOPDNRSA-N

SMILES

O(CC1=CC=CC=C1)[C@@H]1[C@@H](OCC2=CC=CC=C2)[C@H](OCC2=CC=CC=C2)[C@H](NC(CO)CO)C[C@]1(COCC1=CC=CC=C1)O

Tetrabenzyl-voglibose Usage And Synthesis

Uses

Tetrabenzyl-voglibose is a derivative of Voglibose which is an α-Glucosidase inhibitor used as an antidiabetic.

Synthesis

2-Amino-1,3-propanediol (20.1 g, 220 mmol) was added to a solution of tetra-o- benzyl-5-oxo-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanemethanol (35.0 g, 63.4 mmol) in methanol (350 mmol) at room temperature and stirred for 60 minutes. Sodium cyanoborohydride (14 g, 222 mmol) was added and the pH was adjusted to 8.0 with concentrated hydrochloric acid and stirred for 25-30 hours. Water was added to the reaction mixture product, extracted with ethyl acetate and partitioned, the ethyl acetate layer was dried with anhydrous sodium sulfate and concentrated to obtain 38.6 g of a pale yellow oily product. The purity of the product was 90.0% as measured by high performance liquid chromatography (HPLC).

Tetrabenzyl-voglibose(115250-39-0)Related Product Information

• voglibose
• D-epi-Inositol, 5-O-(cyclohexylmethyl)-3,4-dideoxy-4-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-2-C-(hydroxymethyl)- (9CI)
• D-epi-Inositol, 6-O-(cyclohexylmethyl)-3,4-dideoxy-4-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-2-C-(hydroxymethyl)- (9CI)
• Cyclohexanone Impurity 3
• (S)-Valiolamine Voglibose
• Valiolamine
• D-epi-Inositol, 2-C-[(cyclohexylmethoxy)methyl]-3,4-dideoxy-4-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]- (9CI)
• (R)-Valiolamine Voglibose
• D-epi-Inositol, 1-O-(cyclohexylmethyl)-3,4-dideoxy-4-[[2-hydroxy-1-(hydroxymethyl)ethyl]amino]-2-C-(hydroxymethyl)- (9CI)
• Benzyltrimethylammonium chloride
• Voglibose
• Benzyl chloride
• Benzyltriethylammonium chloride
• N-METHYL-BETA-D-GLUCOPYRANOSYLAMINE HYDROCHLORIDE
• Validamine
• Phenylacetone
• Valienamine
• Tetrabenzyl-voglibose