76799-04-7

Basic information

• Product Name: 1-Benzyl-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-thiourea
• Synonyms: 1-Benzyl-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-thiourea
• CAS NO: 76799-04-7
• Molecular Weight: 328.389
• Mol File: 76799-04-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Benzyl-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-thiourea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-thiourea(76799-04-7)
• EPA Substance Registry System: 1-Benzyl-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yl)-thiourea(76799-04-7)

Safety Data

• Hazardous Substances Data: 76799-04-7(Hazardous Substances Data)

Upstream product

• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 7284-37-9 D-glucopyranosyl amine 
• 463-71-8 thiophosgene 
• 100-46-9 benzylamine 
• 50802-49-8 β-D-glucopyranosyl isothiocyanate 
• 65562-18-7 N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-(3,4-dimethoxybenzylidene)rhodanine 

Relevant articles and documents

Simple and efficient synthesis of O-unprotected glycosyl thiourea and isourea derivatives from glycosylamines

Practical, facile and high-yielding one-pot syntheses of different O-unprotected glycopyranosyl thioureas and thioureido bolaamphiphiles (two-step synthesis) and of 2-amino-4,5-dihydro-(1,2-dideoxy-β-D-glucopyranoso)[1,2- d]oxazoles (three-step synthesis) from glycopyranosylamines are reported. The method involves the preparation of O-unprotected β-D-gluco (and D-galacto)pyranosyl isothiocyanates which are in equilibrium with the corresponding 1,2-cyclic thiocarbamates, coupling with amines to afford glycosyl thioureas and treatment with yellow mercury (II) oxide to give trans-fused bicyclic isoureas. A D-gluco trehazolin analogue is prepared in this way. In situ transformation of N,N-dialkyl, N′-glucopyranosyl thioureas into the corresponding ureas is also reported.

Synthesis of N-glycosylthioureas, N-glycosylrhodanines, and N-glycosyl-2-aminothiazoles and their antimicrobial activity

-