71454-45-0

Basic information

• Product Name: 3-phenyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) thiocarbamide
• CAS NO: 71454-45-0
• Molecular Weight: 482.511
• Mol File: 71454-45-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-phenyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) thiocarbamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) thiocarbamide(71454-45-0)
• EPA Substance Registry System: 3-phenyl-1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl) thiocarbamide(71454-45-0)

Safety Data

• Hazardous Substances Data: 71454-45-0(Hazardous Substances Data)

Upstream product

• 103-72-0 phenyl isothiocyanate 
• 2280-44-6 D-Glucose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 83-87-4 D-glucose pentaacetate 
• 142-04-1 aniline hydrochloride 
• 13484-76-9 phenylformamidine 
• 14152-97-7 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate 
• 62-53-3 aniline 
• 103-85-5 phenyl-carbamimidothioic acid 
• 41355-50-4 2,3,4,6-tetra-O-acetyl-D-glucosyl-1-amine 

Downstream Products

• 75306-67-1 N-(tetra-O-acetyl-2,3,4,6-β-D-glucopyranosyl)-N'-phenyl formamidine 
• 288402-12-0 N-(β-D-glucopyranosyl)-N'-phenyl thiourea 

Relevant articles and documents

Synthesis and schematic mechanism of 3-phenylamino-4-phenyl-5-tetra-O-acetyl-β-D-glucopyranosylimino-1,2,4-dithiazolidines and Its De-acetylated Nucleoside

A systematic synthesis of 3-phenylimino-4-phenyl-5-tetra-O-acetyl-β-D-glucopyranosylimino-1,2,4-dithiazolidine (acetylated glucopyranosylimino nucleoside) from glucose as starting material. The steps included acetylating glucose to glucose penta-acetate (II). Step 2 involves the bromination of glucose penta-acetate (II) to 2,3,4,6 tetra-O-acetyl-α-D-glucopyranosyl bromide (III). In step 3 compound (III) reacted with lead thiocyanate to give 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate (IV). In the step 4 N-phenyl-3-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate (V) was prepared. In the last step on refluxing compound (V) with N-phenyl S-chloro isothiocarbamoyl chloride to yield acetylated glucopyranosyl nucleoside. Furthermore de-acetylating of acetylated glucopyranosyl nucleoside was carried out to obtain 3-phenylimino-4-phenyl-5-β-D-gluopyranosyl imino 1,2,4-dithiazolidine (de-acetylated glucopyranosylimino nucleoside). The synthesized acetylated glucopyranosylimino nucleoside and deacetylated glucopyranosylimono nucleoside were structurally confirmed by elemental analysis, ultraviolet spectral analysis, infrared spectroscopy, nuclear magnetic resonance spectroscopy and mass spectroscopy.

Comparative study of microwave induced and conventional synthesis of acetylated sugar isothiocyanates and related thiocarbamides

The synthesis of several acetylated sugar isothiocyanates have been carried out under microwave irradiation in excellent yields of products by using related bromides and lead thiocyanate in sodium dried xylene. Several acetylated sugar thiocarbamides have been synthesized by the interaction of respective acetylated sugar isothiocyanates with appropriate aryl amines under microwave irradiation. Copyright E-Journal of Chemistry 2004-2011.

Raney Nickel Desulphuration of 1-Substituted- and 1,3-Disubstituted-thioureas

Certain 1-aryl-1,3-diaryl- and 1-aryl-3-tetra-O-acetyl-β-D-glucopyranosyl thioureas have been successfully desulphurated into the related mono- and 1,3-di-substituted formamidines with the help of Raney nickel catalyst.A few of them have been converted into the corresponding formamides also.Structure of the products have been established through usual chemical transformations, ir, nmr and mass spectral analysis.